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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73834Generated: October 25, 2026

1-Aminocyclohexanecarboxylic acid → 1-[(4-Fluorobenzoyl)amino]cyclohexanecarboxylic acid

https://huagongshe.com/reaction/73834

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Aminocyclohexanecarboxylic acidHCID 1366—
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorobenzoyl chlorideHCID 67879—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Product1-[(4-Fluorobenzoyl)amino]cyclohexanecarboxylic acidHCID 24693962660.9%

Reaction Steps

Under ice-cooling, a solution of 25.0 g (15.8 mmol) of 4-fluorobenzoyl chloride in 30 ml of ether was added dropwise to a mixture solution of 22.6 g (15.8 mmol) of 1-aminocyclohexanecarboxylic acid and 25.0 g (23.7 mmol) of sodium carbonate in 100 ml of ether and 300 ml of water, and the mixture was stirred at room temperature overnight. After the ether layer was separated, under ice-cooling, the aqueous layer was neutralized by concentrated hydrochloric acid, and the precipitated crystal was collected by filtration to obtain 27.7 g (66%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829209B2
Source datasetuspto-grants-2014_09
ORD IDord-d50fc66175b24123880bd765c01f38df
Source noteuspto-grants-2014_09