Potassium Hydroxide → HCID 83485970, compound

HRID 1479164Notes

Reaction equation

HRID 1479164 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[C@H:10]([CH3:11])[C@H:9]2[C:12]([O:14]CC)=[O:13])=[CH:4][CH:3]=1.[OH-].[K+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH:10]([CH3:11])[CH:9]2[C:12]([OH:14])=[O:13])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 117795939HCID 117795939, compound

Product 1

HCID 83485970HCID 83485970, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of racemic ethyl (1R,2S,3S)-2-(4-chlorophenyl)-3-methyl-cyclopropanecarboxylate (818 mg, 3.36 mmol) and KOH (1.92 g) in methanol was heated at 80° C. for 2 hours, cooled to RT, and the solvent evaporated. The mixture was shaken between dichloromethane and water, then the aqueous phase was acidified and extracted with dichloromethane, to give the pure racemic (1R,2S,3S)-2-(4-chlorophenyl)-3-methyl-cyclopropanecarboxylic acid.

Workup

  1. customthe solvent evaporated
  2. extractionextracted with dichloromethane

Sources & evidence

ORD record
ord-9aaf1335efd24991b4cc2ae930863c84
Source dataset
uspto-grants-2016_08
Patent number
US09408392B2

Reaction notes

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