Sodium Hydroxide → sodium (RS)-4-(2,3-dimethylphenyl)-4-hydroxybutanoate

HRID 322977Notes

Reaction equation

HRID 322977 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]([OH:17])[CH2:10][CH2:11][C:12]([O:14]CC)=[O:13].[OH-].[Na+:19]>C(O)C>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]([OH:17])[CH2:10][CH2:11][C:12]([O-:14])=[O:13].[Na+:19]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53823409ethyl (RS)-4-(2,3-dimethylphenyl)-4-hydroxybutanoate

Product 1

HCID 86756590sodium (RS)-4-(2,3-dimethylphenyl)-4-hydroxybutanoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl (RS)-4-(2,3-dimethylphenyl)-4-hydroxybutanoate (3.66 g) in ethanol (100 mL) is treated with 1 N sodium hydroxide solution (15.5 mL). The reaction mixture is stirred at room temperature for 18 hours, evaporated and the residue azeotroped with toluene to give sodium (RS)-4-(2,3-dimethylphenyl)-4-hydroxy-butanoate (3.2 g) as a brown solid.

Workup

  1. customevaporated
  2. customthe residue azeotroped with toluene

Sources & evidence

ORD record
ord-c806af179c854ef88b2716c8212b475c
Source dataset
uspto-grants-2001_04
Patent number
US06211234B1

Reaction notes

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