Water → 2,2-Dimethyl-3-phenylpropanoic acid

HRID 274821Notes

Reaction equation

HRID 274821 reaction equation
[CH3:1][C:2]([CH3:15])([CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]([O:5]CC)=[O:4].[OH-].[K+].O>CO>[CH3:1][C:2]([CH3:15])([CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]([OH:5])=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 4684633Ethyl 2,2-dimethyl-3-phenylpropanoate

Product 1

HCID 218802,2-Dimethyl-3-phenylpropanoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1 g (20 mmol) of ethyl 2,2-dimethyl-3-phenylpropionate (stage 1) and 3.5 g (61 mmol) of potassium hydroxide in 15 ml of methanol was heated under reflux for 2 hours. Thereafter, 50 ml of water were added and the mixture was extracted twice with ether. The aqueous phase was acidified with concentrated hydrochloric acid and extracted again with ether, the organic phase was dried over magnesium sulfate and the solvent was striped off in vacuo.

Workup

  1. temperatureunder reflux for 2 hours
  2. extractionthe mixture was extracted twice with ether
  3. extractionextracted again with ether
  4. dry with materialthe organic phase was dried over magnesium sulfate

Sources & evidence

ORD record
ord-efca2393aca843ff81caf973a753a5b9
Source dataset
uspto-grants-1995_02
Patent number
USRE034865

Reaction notes

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