Water → 2-(2-Bromo-3-methylphenyl)acetic acid

Reaction equation

[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][C:10]#N.S(=O)(=O)(O)[OH:13].[OH2:17]>>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([OH:13])=[O:17]

Participants

Reactant 3

HCID 962Water2×

HCID 1118Sulfuric Acid

HCID 226726132-(2-Bromo-3-methylphenyl)acetonitrile

Product 1

HCID 183574462-(2-Bromo-3-methylphenyl)acetic acidYield 90.8%

Procedure

2-(2-bromo-3-methylphenyl)acetonitril (8.0 g, 0.038 mol) was added to a mixture of water (60 ml) and sulfuric acid (50 ml) and the mixture was refluxed overnight. After cooling to room temperature water (200 ml) was added and the mixture was extracted twice with methylene chloride. The methylene chloride extracts were combined, washed twice with water, dried and evaporated under reduced pressure to give 7.9 g (90.8%) of the title compound.