Methanol → (S)-3-(Benzyloxy)butanoic acid

HRID 381231Notes

Reaction equation

HRID 381231 reaction equation
[OH-].[K+].[CH2:3]([O:10][C@@H:11]([CH3:17])[CH2:12][C:13]([O:15]C)=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.CO>O>[CH2:3]([O:10][C@@H:11]([CH3:17])[CH2:12][C:13]([OH:15])=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 13967615Methyl (S)-3-benzyloxybutyrate

Product 1

HCID 11845529(S)-3-(Benzyloxy)butanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 8.73 g of potassium hydroxide in 140 mL of cold water was dissolved methyl (S)-3-benzyloxybutyrate (18) (24.21 g). The solution was stirred in an ice bath for one hour and at room temperature for one hour. Methanol was added to give a clear solution and the reaction was stirred overnight.

Workup

  1. customto give a clear solution
  2. stirringthe reaction was stirred overnight

Sources & evidence

ORD record
ord-0c7e407c581e4b0f91489d15f845d5b3
Source dataset
uspto-grants-2001_10
Patent number
US06306828B1

Reaction notes

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