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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1060628Generated: November 1, 2026

Water → rac-(1R,2R)-2-(4-fluorophenyl)cyclopropane-1-carboxylic acid

https://huagongshe.com/reaction/1060628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 77542560HCID 77542560—
Productrac-(1R,2R)-2-(4-fluorophenyl)cyclopropane-1-carboxylic acidHCID 10535366—

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of the product from step b) (3.74 g) and lithium hydroxide monohydrate (4.11 g) in tetrahydrofuran (100 ml)/ water (3 ml) was stirred at 50° C. for 24 hours. The reaction mixture was concentrated in vacuo, and the residue dissolved in water (100 ml), acidified with 2N HCl and extracted into dichloromethane (3×75 ml). The organics were dried and concentrated. Purification (SiO2, isohexane:diethylether 2:1 as eluant) gave the subtitle compound as a colourless solid (1.78 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06525060B1
Source datasetuspto-grants-2003_02
ORD IDord-e2775d56ea0a409196c2c67cc55c9db7
Source noteuspto-grants-2003_02