Category: 1949-41-3

Scarselli, V. published the artcileAnticholesterolemic activity of synthetic compounds, Quality Control of 1949-41-3, the publication is Farmaco, Edizione Scientifica (1961), 23-31, database is CAplus.

cf. Canonica, et al., CA 54, 1404b. Toxicity and inhibitory influence of 31 substituted phenyl derivatives of butyric, isovaleric, valeric, geranic, and mevalonic acid on the hypercholesterolemic effect arising from intraperitoneal injections of Triton were studied. Activity is shown by 2-methyl-4-phenyl-, 3-benzylidene-, and 2-benzylbutyric acid, 2-phenyldimethylacrylic acid, 2-phenylisovaleric, and 3-phenylvaleric acid.

Farmaco, Edizione Scientifica published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, Quality Control of 1949-41-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Tortajada, Andreu published the artcileCatalytic Decarboxylation/Carboxylation Platform for Accessing Isotopically Labeled Carboxylic Acids, Recommanded Product: 2-Methyl-4-phenylbutanoic acid, the publication is ACS Catalysis (2019), 9(7), 5897-5901, database is CAplus.

An integrated catalytic decarboxylation/carboxylation for accessing isotopically labeled carboxylic acids with ¹³CO₂ or ¹⁴CO₂ is described. The method shows a wide scope under mild conditions, even in the context of late-stage functionalization, and does not require stoichiometric organometallics, thus complementing existing carbon-labeling techniques en route to carboxylic acids.

ACS Catalysis published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C15H21BO2, Recommanded Product: 2-Methyl-4-phenylbutanoic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Quillet, Jean P. published the artcileDismutation of 3,4-dihydronaphthalenic compounds. II., Category: catalysis-chemistry, the publication is Bulletin de la Societe Chimique de France (1967), 255-60, database is CAplus.

cf. CA 64: 14122c. Ketones of the type I were treated with MeMgI to give II. The dismutation of II (R = R1 = R2 = H) gave a mixture containing 1-methyl-1,2,3,4-tetrahydronaphthalene (III) and 1-MeC10H7 (IV). Thus, a mixture of 93 g. PhCH2CH2CH(CO2Et)2 and 800 ml. 5% NaOH was refluxed 3 hrs. to give 90% 4-phenylbutyric acid (V), b15 170-1¡ã. Also prepared were PhCHR2CHR1CHRCO2H (R, R1, R2, b.p./mm., m.p., and % yield given): Me, H, H, -, -, -; H, H, Ph, 185-9¡ã/1, 103-6¡ã, 70; H, Ph, H, 188-9¡ã/0.3, 92-3¡ã, 70; Ph, H, H, -, 70-1¡ã, 70. V (1 mole) was treated with 150 g. SOCl2 to give 4-phenylbutyryl chloride (VI). Similarly prepared were PhCHR2CHR1CHRCOCl (R, R1, and R2 given): Me, H, H; H, H, Ph; H, Ph, H; Ph, H, H. VI (70 g.) was treated with 51 g. AlCl3 in C6H6 and the mixture hydrolyzed with HCl to give 70% 1-tetralone (VII), b12 129-30¡ã. Similarly prepared were I (R, R1, R2, b.p./mm., m.p., and % yield given): H, Me, H, 133-4¡ã/13, -, 74 (semicarbazone m. 189¡ã); Me, H, H, -, -, -; H, H, Ph, 135-40¡ã/0.1, 76¡ã, 81; H, Ph, H, 162-5¡ã/0.1, 64¡ã, 81; Ph, H, H, 170¡ã/0.3, 76¡ã, 79. A solution of 22 g. VII in ether was treated with a solution containing MeMgI (prepared from 23.5 g. MeI and 3.6 g. Mg) to give 57% 1-methyl-1-tetralol, m. 86¡ã, which was dehydrated to give 1-methyl-3,4-dihydronaphthalene (VIII). Similarly prepared were II (R, R1, R2, b.p./mm., n25D, and % yield given): H, Me, H, 116¡ã/18, 1.559, 58; Me, H, H, -, -, -; H, H, Ph, 130-2¡ã/1, -, 80; H, Ph, H, 132-5¡ã/2.5, 1.611, 60; Ph, H, H, -, -, 72 (m. 76¡ã). VII (1 g.) was added dropwise to 7 ml. H2SO4 to give a mixture containing 3% VII, 54% III, and 43% IV. A mixture of 1 g. VIII in 10 ml. HBr azeotrope was refluxed 1 hr. to give a mixture of 64% VIII, 19% III, and 17% IV. A mixture of 1 g. VIII and 10 ml. Bradsher reagent (CA 40: 57069) was refluxed 30 min. to give a mixture containing 16% VIII, 41.5% III, and 42.5% IV as compared with 6.5, 51, and 42, resp., after 1.5 hrs. of refluxing. The other II, when treated with Bradsher reagent, behaved similarly.

Bulletin de la Societe Chimique de France published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Potapov, V. M. published the artcileEffect of the relative position of chromophores on the chiroptical properties of aralkanoic acids with an asymmetrical atom in the ¦Á-position to the carboxylic group, Recommanded Product: 2-Methyl-4-phenylbutanoic acid, the publication is Zhurnal Organicheskoi Khimii (1981), 17(11), 2329-33, database is CAplus.

The CD spectra of (R)-(-)-Ph(CH₂)_nCHMeCO₂H (n = 0, 1, 2) were recorded. As n increased, the Cotton effect curve at ?220 nm exhibited a hypochromic shift and a decrease in intensity.

Zhurnal Organicheskoi Khimii published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, Recommanded Product: 2-Methyl-4-phenylbutanoic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Adkins, Homer published the artcileCatalytic dehydrogenation of hydroaromatic compounds in benzene. II, Application In Synthesis of 1949-41-3, the publication is Journal of the American Chemical Society (1949), 2955-7, database is CAplus.

cf. C. A. 35, 4371.3. The method of aromatizing hydroaromatic compounds over Ni or Pt catalysts with C₆H₆ as a H acceptor was applied to several substituted hydronaphthalenes and hydrophenanthrenes. Aromatization in some cases involved the rupture of linkages to a quaternary C. The Ni-on-kieselguhr catalyst aromatized through catalysis of migration, as in the formation of phenanthrene (I) from 1′,2′,3′,4′-tetrahydrospiro(cyclopentane-1,1′-naphthalene) (II). The Pt and Ni-on-Ni chromite catalysts aromatized through elimination of an alkyl group on the quaternary C. Decahydro-2-naphthol (III), b₂₈ 140-3¡ã, n²⁵_D 1.4958-1.5000, was prepared by hydrogenation of 2-naphthol (IV) over Raney Ni at 200¡ã. III (40 g.) was oxidized to octahydro-2(1H)-naphthalenone (V) (24 g.), b₂₇ 123.5-25¡ã, n²⁵_D 1.4885-905. 2-Methyldecahydronaphthalene (VI), b. 203-5¡ã, n²⁵_D 1.4712, and the 2-Et homolog (VII), b₇ 85-7¡ã n²⁵_D 1.4727, were prepared by hydrogenation at 200¡ã over Raney Ni, from 2-C₁₀H₇Me (VIII) and 2-C₁₀H₇COMe, resp. 1,1-Dimethyl-1,2,3,4-tetrahydronaphthalene (IX), b₁₂ 94-5¡ã, n²⁵_D 1.5262; 4a-methyl-1,2,3,4,4a,-9,10,10a-octahydrophenanthrene (X), b₁₃ 150¡ã, n²⁵_D 1.5510; and 4a-isopropyl-2-methyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene (XI), n²⁵_D 1.5435, were prepared as previously described (Bogert, et al., C.A. 28, 3071.2; Perlman, et al., C.A. 31, 1395.7; Orcutt and Bogert, C.A. 34,752.9). Ph(CH₂)₃Br (XII) (160 g.) in 300 cc. dry ether was added to 20 g. Mg during 50 min., the mixture refluxed 50 min., 72 cc. MeCOEt in 72 cc. dry ether added during 20 min., the mixture refluxed 30 min., the product hydrolyzed with saturated NH₄Cl, and the ether solution washed twice, dried, and distilled, yielding the alc. (XIII) (125 g.), b₂₃ 154-63¡ã, n²⁵_D 1.4970-1.5050. To 85 g. XIII at 15¡ã was added 85 cc. cold, concentrated H₂SO₄ dropwise with stirring (the temperature kept below 25¡ã), the mixture diluted after 10 min. with water and ether, and the ether solution washed with Na₂CO₃, dried, and distilled from Na, yielding (after redistillation through a modified Widmer column) 34 g. 1-methyl-1-ethyl-1,2,3,4-tetrahydronaphthalene (XIV), b₂₃ 127-7.5¡ã, n²⁵_D 1.5255. XII (125 g.) in 225 cc. dry ether and 72 cc. MeCOPh in 70 cc. ether (added during 20 min.) were refluxed 1 hr., the product hydrolyzed with dilute H₂SO₄, the ether solution washed with water, the ether distilled, and the crude alc. cyclized as described above, yielding (after redistillation over Na) 67 g. 1-methyl-1-phenyl analog (XIVA) of XIV, b₁ 129-31¡ã, n²⁵_D 1.5853, M_D calculated 71.32, found 71.6. Cyclopentanone (71 cc.) in 70 cc. dry ether added to 160 g. XII in ether during 30 min., the mixture refluxed 1 hr., the product hydrolyzed with saturated NH₄Cl, and the ether solution washed with water, dried, and distilled, yielded an alc. b₂₅ 150-70¡ã, n²⁵_D 1.5200, which, cyclized by treatment with an equal volume of cold, concentrated H₂SO₄, yielded (after distillation from Na) 23.1 g. II, b₂₄ 158¡ã, n²⁵_D 1.5535. Powd. K (19.5 g.) in 500 cc. xylene was cooled, 87 g. MeCH(CO₂Me)₂ (XV) added during 10 min., and, after 1 hr., 93 g. PhCH₂CH₂Br (XVA) added, the mixture stirred and refluxed 12 hrs. in an oil bath at 150-60¡ã, and the xylene solution washed with water, dried, and distilled, yielding 85 g. di-Et methylphenethylmalonate, b₁₇ 188-92¡ã, n²⁵_D 1.4818-20, 93 g. of which was hydrolyzed by refluxing it 90 min. with 56 g. KOH in 200 cc. 50% aqueous alc., water added, the alc. distilled off, the solution acidified with concentrated HCl, the precipitated acid dissolved in ether, the aqueous solution extracted with ether, the extracts combined, washed, and dried, and the ether distilled; the acid, heated to 180¡ã and distilled after the evolution of CO₂, yielded 48.9 g. ¦Ã-phenyl-¦Á-methylbutyric acid (XVI), b₁₇ 176-8¡ã, n²⁵_D 1.5093-1.5100. PCl₅ (80 g.) was added to 53.8 g. XVI in 250 cc. dry C₆H₆, the solution refluxed 30 min., cooled, 70 cc. SnCl₄ in 70 cc. C₆H₆ added slowly, the mixture poured after 25 min. into 250 cc. concentrated HCl, and the C₆H₆ solution separated, washed with three 100-cc. portions of 10% HCl and three 100-cc. portions of 5% Na₂CO₃, dried, and distilled, yielding 34.2 g. 3,4-dihydro-2-methyl-1(2H)-naphthalenone (XVII), b₁₆ 136-8¡ã, n²⁵_D 1.5538. 2-Et homolog (XVIII) was similarly prepared from 20 g. K, 94 g. Et₂C(CO₂Et)₂, and 93 g. XVA, which yielded 70 g. di-Et ethylphenethylmalonate (XIX), b₄ 160-80¡ã. The yield was much lower when C₆H₆ was used instead of xylene. XIX (102.8 g.) on hydrolysis and decarboxylation yielded 62.5 g. of the ¦Á-Et homolog (XX) of XVI, b₃ 146-61¡ã, n²⁵_D 1.5010-1.5055. XX (10.3 g.) heated to 90¡ã for 2.5 hrs. in 30 cc. concentrated H₂SO₄ on the steam bath, cooled, diluted with water, extracted with ether, the ether solution washed with Na₂CO₃, and the ether removed, yielded 7.8 g. XVIII, b₁₅ 147-8¡ã, n²⁵_D 1.5460-1.5458. XVII (20 g.) in 50 cc. dry ether was added during 20 min. to 17.5 g. EtBr and 3.9 g. Mg in 70 cc. dry ether, the mixture refluxed 6 hrs., the product hydrolyzed with ice-cold dilute H₂SO₄, the ether solution washed with dilute H₂SO₄, then Na₂CO₃, and dried, and the ether removed, yielding 16.1 g. 1-ethyl-2-methyl-1,2,3,4-tetrahydro-1-naphthol (XXII), m. 65-7¡ã (from Me₂CO at -70¡ã). 1-Ethyl-2-methyl-3,4-dihydronaphthalene (XXIII), prepared in 4.47-g. yield by dehydrating the filtrates from the recrystallization of XXII, removing the Me₂CO, and distilling the residue from KHSO₄, b₁₃ 121-7¡ã, n²⁵_D 1.5660. XVIII (21.8 g.) in 50 cc. dry ether added to 23 g. MeI and 3.9 g. Mg in 70 cc. ether, the mixture refluxed 30 min., the product decomposed with saturated NH₄Cl, the ether solution washed with water and dried, and the ether removed, yielded 16.6 g. 1-methyl-2-ethyl isomer (XXIV) of XXIII, b₁₄ 132¡ã (from Na), n²⁵_D 1.5658. The m.p. (148¡ã) of the trinitrobenzene derivative (XXV) of 1,2-C₁₀H₆Me₂ (XXVI) is the same as that of a mixture of 30% XXV and 70% of the trinitrobenzene derivative (XXVII), m. 154¡ã, of 1-C₁₀H₇Me (XXVIII); mixtures containing 80 and 90% XXVII m. 149.5¡ã and 151¡ã, resp. The m.p. (or b.p.) of some of the above compounds and of 1-ethyl- (XXIX), 2-ethyl- (XXX), 1-methyl-2-ethyl-(XXXI), and 2-methyl-1-ethylnaphthalenes (XXXII), 2-methylphenanthrene (XXXIII), as also the m.p. of their (a) picrate, (b) C₆H₃(NO₂)₃ derivative, and (c) styphnate, are listed below. XXVIII -22¡ã, n²⁰_D 1.6180, (a) 141-2¡ã, (b) 153-4¡ã; VIII 37-8¡ã, n²⁵_D 1.6086, (a) 115-16¡ã, (b) 123¡ã; XXVI b₁₅ 139-40¡ã, n^16.6_D 1.6105, (a) 129.5-30.5¡ã, (b) 147-8¡ã, (c) 142-3¡ã; XXIX -15¡ã, n¹⁵_D 1.6089, (a) 98.5¡ã; XXX -7.5¡ã, n¹⁵_D 1.6028, (a) 76-7¡ã, (b) 88-9¡ã; XXXI b₁₁ 140-5¡ã, (a) 97¡ã, (b) 98.5-9.5¡ã, (c) 114¡ã; XXXII b₁₁ 135-45¡ã, (a) 110-11¡ã, (b) 117.5-19.5¡ã, (c) 141¡ã; XXXIII 55-6¡ã, (a) 118-19¡ã. The dehydrogenations were made on about 5 g. of compound in 20-40 cc. C₆H₆ for 10-12 hrs., in chrome-vanadium steel vessels having voids of 62 cc. (Pt catalysts) or 270 cc. (Ni catalysts). Below are the results (compound, g. catalyst, temperature, and product, resp.): IX, 0.5 Pt, 350¡ã, 25% XXVIII (61% no reaction); 3 Ni (CrO), 370¡ã, 38% XXVIII (50% no reaction); 3 Ni (k), 350¡ã, 35% XXVI (35% no reaction). XIV, 3Ni (CrO), 375¡ã, 35-55% XXVIII (27% no reaction). XIVA, 3 Ni (k), 350¡ã, 12% XXVIII. II, 3 Ni (k), 350¡ã, 25-40% I. X, 1 Pt, 350¡ã, 65% I. XI, 2 Ni (CrO), 350¡ã, 50% XXXIII. VI, 1 Pt, 350¡ã, 91% VIII. VII, 0.25 Pt, 350¡ã, 94% XXX. XXII, 2 Ni (k), 300¡ã, 66% XXXII. XXIV, 0.25 Pt, 300¡ã, 91% XXXI. III, 1 Pt, 275¡ã, 18% IV. V, 1 Pt, 275¡ã, 20% IV and 33% C₁₀H₈.

Journal of the American Chemical Society published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, Application In Synthesis of 1949-41-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Bateman, L. published the artcileTautomeric equilibria in 1,3(4),8-triene-type olefins. An investigation of double-bond interaction through two methylene groups, Recommanded Product: 2-Methyl-4-phenylbutanoic acid, the publication is Journal of the Chemical Society (1951), 2290-8, database is CAplus.

cf. preceding abstract Recent evidence and theories concerned with the bond contraction of the CH₂CH₂ moiety in 1,5-dienes (cf. Szwarc, C.A. 43, 5306e) are summarized. The tautomeric systems PhCH₂CH:CMe(CH₂)₂Ph (I) ? PhCH:CHCHMe(CH₂)₂Ph (II) and PhCH₂CH:CMe(CH₂)₂CH:CMe₂ (III) ? PhCH:CHCHMe(CH₂)₂CH:CMe₂ (IV) are investigated by the method described in the preceding abstract In both cases the equilibrium mixtures contain 36% non-conjugated isomer, I and III, resp., which is in excellent agreement with the value of 35% predicted with the assumption that the 1,5-diene unit is without special effect. [Ph(CH₂)₂]₂C(OH)Me (from (PhCH₂CH₂)₂CO and MeMgI) heated with 30% aqueous H₂SO₄ gave I, b_0.5 126¡ã, n_D¹⁴ 1.5605, containing about 7% Ph(CH₂CH₂)₂C:CH₂.Ph(CH₂)₂CH(OH)Me treated with PBr₃ at -10¡ã and then heated at 100¡ã gave Ph(CH₂)₂CHBrMe (V), b₁₄ 116-18¡ã, n_D²² 1.5351. Ph(CH₂)₂CHMeMgBr from 76 g. V and 9 g. Mg in 250 cc. Et₂O was added rapidly to 300 g. solid, powd. CO₂, and the mixture decomposed with ice and HCl to yield 25 g. Ph(CH₂)₂CHMeCO₂H (VI), b_0.006 105-7¡ã, n_D²⁰ 1.5113. VI and LiAlH₄ in Et₂O gave almost quant. Ph(CH₂)₂CHMeCH₂OH, b₁₁ 135¡ã, n_D¹⁶ 1.5173, which was converted with PBr₃ to Ph(CH₂)₂CHMeCH₂Br (VII), b₁₄ 129¡ã, n_D¹⁸ 1.5344. The Grignard derivative from 22.7 g. VII and 10.7 g. BzH in Et₂O gave 17 g. PhCH(OH)CH₂CHMe(CH₂)₂Ph (VIII), b_0.01 135-6¡ã, n_D¹⁶ 1.5506. VIII (3.8 g.) heated 1 h. with 1.9 g. NaHSO₄ at 160¡ã gave 2 g. II b_0.01 110¡ã, n_D¹⁸ 1.5710. Ph(CH₂)₂CHMeMgBr from 76 g. V and 42 g. PhCH₂CHO in Et₂O gave 28 g. PhCH₂CH(OH)CHMe(CH₂)₂Ph, b_0.005 132-4¡ã, n_D¹⁸ 1.5565, which was dehydrated with NaHSO₄ as above to give a mixture, b_0.006 98-100¡ã, of 74% I and 26% II. PhCH(OH)CH₂CHMe(CH₂)₂CH:CMe₂, b_0.01 100-2¡ã, n_D¹⁶ 1.5132 (from citronellal and PhMgBr), was dehydrated with NaHSO₄ at 160¡ã for 1 h. under N to give IV, b_0.01 80¡ã, n_D²⁰ 1.5287. MeCH(OH)(CH₂)₂CH:CMe₂, b₁₀ 73¡ã, n_D¹⁸ 1.4498, (from Ac(CH₂)₂CH:CMe₂ and LiAlH₄) and PBr₂ gave MeCHBr(CH₂)₂CH:CMe₂ (IX), b₁₂ 60¡ã, n_D¹⁹ 1.4711. The Grignard derivative of IX and PhCH₂CHO gave PhCH₂CH(OH)CHMe(CH₂)₂CH:CMe₂ (X), b_0.006 97-8¡ã, n_D¹⁷ 1.5155. X heated with B(OH)₃ gave an ester which decomposed at 340¡ã to give a mixture, b_0.01 75¡ã, of 75% III and 25% IV. The Grignard derivative of citronellyl bromide and BzH gave PhCH(OH)(CH₂)₂CHMe(CH₂)₂CH:CMe₂, b_0.01 110¡ã, n_D¹⁵ 1.5085, which was readily dehydrated with NaHSO₄ at 160¡ã to PhCH:CHCH₂CHMe(CH₂)₂CH:CMe₂ (XI), b_0.01 89-90¡ã, n_D¹⁶ 1.5250. The isomerization of XI gave an equilibrium mixture containing 9.5% PhCH₂CH:CHCHMe(CH₂)₂CH:CMe₂.

Journal of the Chemical Society published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, Recommanded Product: 2-Methyl-4-phenylbutanoic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Rueda-Becerril, Montserrat published the artcileFluorine Transfer to Alkyl Radicals, HPLC of Formula: 1949-41-3, the publication is Journal of the American Chemical Society (2012), 134(9), 4026-4029, database is CAplus and MEDLINE.

The development of new synthetic technologies for the selective fluorination of organic compounds has increased with the escalating importance of fluorine-containing pharmaceuticals. Traditional methods potentially applicable to drug synthesis rely on the use of ionic forms of fluorine (F^– or F⁺). Radical methods, while potentially attractive as a complementary approach, are hindered by a paucity of safe sources of at. fluorine (F^¡¤). A new approach to alkyl fluorination has been developed that utilizes the reagent N-fluorobenzenesulfonimide as a fluorine transfer agent to alkyl radicals. This approach is successful for a broad range of alkyl radicals, including primary, secondary, tertiary, benzylic, and heteroatom-stabilized radicals. Furthermore, calculations reveal that fluorine-containing ionic reagents are likely candidates for further expansion of this approach to polar reaction media. The use of these reagents in alkyl radical fluorination has the potential to enable powerful new transformations that otherwise would take multiple synthetic steps.

Journal of the American Chemical Society published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, HPLC of Formula: 1949-41-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Sah, Peter P. T. published the artcileNote on the synthesis of 2-methyl-1,4-naphthoquinone (synthetic vitamin K) from benzene and citric or d-tartaric acid, Application of 2-Methyl-4-phenylbutanoic acid, the publication is Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen (1940), 1430-2, database is CAplus.

cf. C. A. 35,447.5. The stages of the synthesis are: citric acid or d-tartaric acid ¡ú itaconic + citraconic acids ¡ú methylsuccinic acid ¡ú methylsuccinic anhydride, m. 36¡ã, b₂₀ 155-60¡ã ¡ú ¦Á-methyl-¦Â-benzoylpropionic acid, needles from alc., m. 136¡ã ¡ú ¦Á-methyl-¦Ã-phenylbutyric acid, colorless oil, b₂₀ 178-82¡ã ¡ú ¦Á-methyl-¦Ã-phenylbutyryl chloride, oil, b₂₀ 132-5¡ã ¡ú 2-methyl-¦Á-tetralone, oil, b₂₀ 135-40¡ã ¡ú 2-methyl-1,2,3,4-tetrahydronaphthalene, oil, b₆₀ 228-30¡ã ¡ú 2-methylnaphthalene ¡ú 2-methyl-1,4-naphthoquinone ¡ú 2-methyl-1,4-dibenzoylnaphthohydroquinone, m. 179-80¡ã.

Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, Application of 2-Methyl-4-phenylbutanoic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Hermant, Paul published the artcileControlling Plasma Stability of Hydroxamic Acids: A MedChem Toolbox, HPLC of Formula: 1949-41-3, the publication is Journal of Medicinal Chemistry (2017), 60(21), 9067-9089, database is CAplus and MEDLINE.

Hydroxamic acids are outstanding zinc chelating groups that can be used to design potent and selective metalloenzyme inhibitors in various therapeutic areas. Some hydroxamic acids display a high plasma clearance resulting in poor in vivo activity, though they may be very potent compounds in vitro. The authors designed a 57-member library of hydroxamic acids to explore the structure-plasma stability relationships in these series and to identify which enzyme(s) and which pharmacophores are critical for plasma stability. Arylesterases and carboxylesterases were identified as the main metabolic enzymes for hydroxamic acids. Finally, the authors suggest structural features to be introduced or removed to improve stability. This work thus provides the first medicinal chem. toolbox (exptl. procedures and structural guidance) to assess and control the plasma stability of hydroxamic acids and realize their full potential as in vivo pharmacol. probes and therapeutic agents. This study is particularly relevant to preclin. development as it allows obtaining compounds equally stable in human and rodent models.

Journal of Medicinal Chemistry published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, HPLC of Formula: 1949-41-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Jilek, Jiri O. published the artcileSynthetic spasmolytics. V. Cyclic analogs of compounds of the 3,3-diphenylpropylamine series, Computed Properties of 1949-41-3, the publication is Chemicke Listy pro Vedu a Prumysl (1952), 292-6, database is CAplus.

cf. C.A. 46, 8004h. Amino ketones obtained by the Mannich reaction with 1-indanone (I), 3,4-dihydro-1(2H)-naphthalenone (II), and 6,7,8,9-tetrahydro-5H-cycloheptabenzen-5-one (III) were treated with PhMgBr (IV), and the corresponding carbinols dehydrated. Attempts to hydrogenate the olefins thus obtained resulted in hydrogenolysis. Some of the products have spasmolytic effects, lower than those of their open-chain analogs. I (17 g.), 40 g. C₅H₁₀NH.HCl (V), 3.9 g. paraformaldehyde (VI), and 100 mL. EtOH were refluxed 8 h., 1 more g. VI was added, the mixture refluxed 2 h., allowed to stand overnight, the EtOH distilled off, the residue dissolved in 300 mL. H₂O, the unreacted I extracted with C₆H₆, the aqueous layer made alk., the bases extracted with C₆H₆, the residue (21 g.) dissolved in 200 mL. ether, and 18 g. (53%) HCl salt, m. 213-15° (from EtOH-Me₂CO), of 2-(1-piperidylmethyl)-1-indanone (VII) precipitated with 10% EtOH solution of HCl. Analogously, 35.5 g. (58%) 3,4-dihydro-2-(1-piperidyl)methyl-l(2H)-naphthalenone (VIII) HCl salt, m. 228-30°, was obtained from 78 g. II (32 g. recovered unchanged), 71 g. V, and 15 + 1 g. VI. 6,7,8,9-Tetrahydro-6-(1-piperidylmethyl)-5H-cycloheptabenzen-5-one (IX) HCl salt, m. 230°, was prepared from 5.5 g. III, 4.8 g. V, and 1.1 g. VI in 37% yield. α-[2-(1-Piperidyl)-ethyl]benzhydrol, m. 109° [HCl salt, m. 238° (from EtOH)] (X), was prepared from BzCH₂CH₂NC₅H₁₀ and PhMgBr. PhMgBr (prepared from 7.8 g. Mg and 49.5 g. PhBr in 30 mL. ether) treated with 35.5 g. VIII and the mixture decomposed with 150 mL. 25% solution of NH₄Cl gave 23 g. (56%) 1,2,4-tetrahydro-1-phenyl-2-(1-piperidylmethyl)-1-naphthol (XI), b_0.5 192-6°, m. 136-7° (from 80% EtOH); HCl salt, m. 23° (decomposition) (from EtOH). 6,7,8,9-Tetrahydro-5-phenyl-6- (1-piperidylmethyl)- 5H-cyclopentabenzen-5-ol (XII), b_0.5 200-5°, m. 144-5°, HCl salt, m. 233-4° (from Me₂CO), was prepared analogously from 3.8 g. Mg, 24 g. PhBr, and 18 g. IX in a 40% yield (8.3 g.). Dehydration of X by boiling with a mixture of HCl and AcOH gave Ph₂C: CHCH₂NC₅H₁₀, b_0.3 158-78°; HCl salt, m. 210-11° (from Me₂CO). VII (29.5 g.) with PhMgBr (prepared from 6.3 g. Mg and 39 g. PhBr in 350 mL. ether) gave directly 14.7 g. (47%) 3-phenyl-2-(1-piperidylmethyl)indene, b_1.2 190-200°, m. 112.5° (from EtOH); HCl salt, m. 233-4° (from EtOH). XI (15 g.) was refluxed 48 h. with 70 mL. HCO₂H at 120-30°, then diluted with 500 mL. H₂O, neutralized with 40% NaOH to pH 5-6, and extracted with ether yielded 11.6 g. (82%) 3,4-dihydro-1-phenyl-2-(1-piperidyl)-methylnaphthalene, b_0.5 178-82°, m. 73.5° (from EtOH); HCl salt (with 1 mol EtOH), m. 188° (from Me₂CO). Similar dehydration of 6.7 g. XII with 35 mL. HCO₂H gave 6.1 g. 8,9-dihydro-5-phenyl-6-(1-piperidyl)methyl-7H-cycloheptabenzene, m. 104.5° (from EtOH); HCl salt, m. 216-18° (from EtOH). Hydrogenation of the unsaturated products was carried out in MeOH solutions over Pd-C catalysts and yielded, resp., Ph₂CHCH₂CH₂NC₅H₁₀ (XlII) (HCl salt, m. 214-16°); 1-phenyl-2-methylindan, b₁ 107-8°; 1,2,3,4-tetra-hydro-2-methyl-1-phenylnaphthalene, b_1.5140 5°, m. 52-3°; and 6,7,8,9-tetrahydro-6-methyl-5-phenyl-5H-cycloheptabenzene, b_0.6 135-8°. XIII was also prepared from NaNH₂ and Ph₂C(CN)CH₂CH₂NC₅H₁₀. 2-Methyl-1(2H)-naphthalenone (XIV), b₂₀ 143-5°, was obtained by cyclization of PhCH₂CH₂CHMeCOCl (XV), with AlCl₃ in a 78% yield. XV was obtained from PhCH₂CH₂CHMeCO₂H, b₂₀ 179-82°, prepared from PhCH₂CH₂CMe(CO₂H)₂, m. 160°, di-Et ester, b_0.4 140-2_° b₃₀ 198-202°. XIV (16 g.) was added to PhMgBr (prepared from 3.2 g. Mg and 20.9 g. PhBr in 100 mL. Et₂O), the mixture decomposed with 30 g. NH₄Cl in 60 mL. H₂O, and extracted with ether; evaporation of the solvent yielded 9 g. (38%) 1,2,3,4-tetrahydro-2-methyl-1-phenyl-1-naphthol (XVI), b_0.9 147-50°, m. 76-7° (from petr. ether). XVI (3 g.) refluxed 48 h. with HCO₂H gave 1.5 g. (54%) 3,4-dihydro-2-methyl-1-phenylnaphthalene, b_0.5 123-4°. The same product, b_0.5 130-5°, was obtained by hydrogenolysis of 3,4-dihyro-1-phenyl-2-(1-piperidylmethyl)naphthalene when the reaction was interrupted after consumption of 2 equivalents

Chemicke Listy pro Vedu a Prumysl published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, Computed Properties of 1949-41-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia