Phenylacetone → beta-Methylbenzenebutanoic acid

HRID 514117Notes

Reaction equation

HRID 514117 reaction equation
CO[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH:10]([CH3:15])[CH2:11][C:12]([OH:14])=[O:13].C1(CC(=O)C)C=CC=CC=1>>[CH3:15][CH:10]([CH2:9][C:4]1[CH:3]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH2:11][C:12]([OH:14])=[O:13]

Participants

3

Reactant 2

HCID 7678PhenylacetoneHCID 239394044-(2-Methoxyphenyl)-3-methylbutanoic acid

Product 1

HCID 23739beta-Methylbenzenebutanoic acid

Procedure

3-Methyl-4-phenylbutanoic acid was prepared in a similar manner as 4-(2-methoxy-phenyl)-3-methyl-butyric acid of Example 32 except using 1-phenylpropan-2-one. 1H NMR (400 MHz, CDCl3) δ 7.31-7.14 (m, 5H), 2.65 (dd, J=13.3, 6.7 Hz, 1H), 2.53 (dd, J=13.3, 7.4 Hz, 1H), 2.38 (dd, 14.9, 5.5 Hz, 1H), 2.28 (app. sext. J=6.7 Hz, 1H), 2.17 (dd, 14.5, 7.8 Hz, 1H), 0.98 (d, J=6.6 Hz, 3H).

Sources & evidence

ORD record
ord-d7b8e8c446cf4216b092962a232d4f38
Source dataset
uspto-grants-2015_08
Patent number
US09102614B2

Reaction notes

Loading…