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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1627454Generated: October 27, 2026

1-Aminocyclohexanecarboxylic acid → 1-[(2-Oxo-2H-pyran-5-carbonyl)amino]cyclohexane-1-carboxylic acid

https://huagongshe.com/reaction/1627454

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Aminocyclohexanecarboxylic acidHCID 1366—
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 71736442HCID 71736442—
SolventDimethylformamideHCID 6228—
Product1-[(2-Oxo-2H-pyran-5-carbonyl)amino]cyclohexane-1-carboxylic acidHCID 2469741560%

Reaction Steps

2.37 g (10 mmol) of 5-coumarincarboxylic acid N-hydroxysuccineimide ester and a solution of 1.43 g (10 mmol) of 1-aminocyclohexanecarboxylic acid and 3.04 g (30 mmol) of triethylamine in 20 ml of dimethylformamide were stirred overnight. Ethyl acetate was added to the reaction solution, and the mixture was washed with a 10% aqueous potassium hydrogensulfate solution and then saturated brine. After it was dried with anhydrous sodium sulfate, the solvent was distilled off under reduced pressure to obtain 1.42 g (60%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785631B2
Source datasetuspto-grants-2014_07
ORD IDord-af6b91d02d9046488a430ec046b58bfc
Source noteuspto-grants-2014_07