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

HRID 427515Notes

Reaction equation

HRID 427515 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

4

Reactant 3

HCID 962Water2×HCID 1118Sulfuric AcidHCID 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.

Workup

  1. temperaturethe mixture was refluxed overnight
  2. additionwas added
  3. extractionthe mixture was extracted twice with methylene chloride
  4. washwashed twice with water
  5. customdried
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-fdfacd031197455d85cf1bcf8b4c8f00
Source dataset
uspto-grants-2001_11
Patent number
US06313137B1

Reaction notes

Loading…