Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261053Generated: October 30, 2026

Ethanol → N-(1-Cyclohexylmethylpiperid-4-yl)-2-methoxy-4-amino-5-chlorobenzamide

https://huagongshe.com/reaction/261053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
ReactantN-(1-cyclohexylmethylpiperid-4-yl)-2-methoxy-4-trifluoroacetamido-5-chlorobenzamideHCID 20395852—
SolventWaterHCID 962—
ProductN-(1-Cyclohexylmethylpiperid-4-yl)-2-methoxy-4-amino-5-chlorobenzamideHCID 2039583477.4%

Reaction Steps

A mixture of N-(1-cyclohexylmethylpiperid-4-yl)-2-methoxy-4-trifluoroacetamido-5-chlorobenzamide (8.1 g; 0.017 moles), ethanol (25 ml), water (15 ml) and 8 N sodium hydroxide aqueous solution (25 ml) was stirred for 12 hours at room temperature. After dilution with water, the mixture was extracted with chloroform and the chloroformic solution dried (Na2SO4) and evaporated in vacuo. N-(1-Cyclohexylmethylpiperid-4-yl)-2-methoxy-4-amino-5-chlorobenzamide (5 g) was obtained. It was converted into its hydrochloride by treatment with a saturated solution of ethanolic hydrogen chloride; the hydrochloride melted at 225°-227° C. (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04163789
Source datasetuspto-grants-1979_08
ORD IDord-8f5b826705344d14976ac03bc8e97a47
Source noteuspto-grants-1979_08