Bateman, L.'s team published research in Journal of the Chemical Society in

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