Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085071Generated: October 30, 2026

Sodium Hydroxide → 2-(3-Chlorophenyl)cyclopropanecarboxylic acid

https://huagongshe.com/reaction/2085071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl (1R,2R)-2-(3-chlorophenyl)cyclopropane-1-carboxylateHCID 11183432—
SolventMethanolHCID 887—
Product2-(3-Chlorophenyl)cyclopropanecarboxylic acidHCID 2342301878%

Reaction Steps

The crude cyclopropanated ester from above (1.09 g, 5.17 mmol) was dissolved in 30 mL MeOH and treated with 15 mL of 2 M aqueous NaOH solution. The mixture was stirred at room temperature for 2 h. It was then placed on a rotary evaporator to remove the MeOH. The remaining solution was diluted with water (30 mL), washed with ether (15 mL), then acidified with 5 M aqueous HCl solution. The product was extracted with ether (3×40 mL) and the combined organics were washed with brine and dried (MgSO4). After filtration, the solvents were removed in vacuo to afford 792 mg of 2-(3-chlorophenyl)-cyclopropanecarboxylic acid as a white solid (4.03 mmol, 78% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720321B2
Source datasetuspto-grants-2004_04
ORD IDord-f17b774645db46778359a70c96a145ab
Source noteuspto-grants-2004_04