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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2060960Generated: October 25, 2026

Sodium Hydroxide → (1R,2R)-2-(3,4-Difluorophenyl)cyclopropanecarboxylic acid

https://huagongshe.com/reaction/2060960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl (1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylateHCID 57407735—
SolventMethanolHCID 887—
Product(1R,2R)-2-(3,4-Difluorophenyl)cyclopropanecarboxylic acidHCID 983421898%

Reaction Conditions

Temperature65 °C

Reaction Steps

Methanol (322.2 g) and 30% sodium hydroxide aqueous solution (65.5 g, 1.8 molar equivalents) were added to a solution of ethyl (1R,2R)-2-(3,4-difluorophenyl)-1-cyclopropanecarboxylate (48.2 wt % toluene solution, net 61.22 g, 270.6 mmol). The mixture was heated at 65° C. with stirring for 2 hours. The resultant mixture was concentrated under reduced pressure, then toluene and water were added to the concentrate. The mixture was acidified with 35% hydrochloric acid. The organic layer was separated and concentrated under reduced pressure. (1R,2R)-2-(3,4-difluorophenyl)-1-cyclopropanecarboxylic acid was obtained as resultant concentrate (net 52.55 g, yield: 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278475B2
Source datasetuspto-grants-2012_10
ORD IDord-9bd0f1a9145c40d38a20971521fe1f11
Source noteuspto-grants-2012_10