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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448740Generated: October 29, 2026

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

https://huagongshe.com/reaction/448740

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, the aqueous layer was neutralized by concentrated hydrochloric acid under ice-cooling, 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 numberUS08481725B2
Source datasetuspto-grants-2013_07
ORD IDord-e1f7a8fffb6b4bdbbec4704afa3884a5
Source noteuspto-grants-2013_07