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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37371Generated: October 30, 2026

Triethylamine → N-{4-(1-hydroxyethyl)-1-(2-phenylethyl)-4-piperidinyl}-N-phenyl-cyclopropylcarboxamide

https://huagongshe.com/reaction/37371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantHCID 19935654HCID 19935654—
SolventBenzeneHCID 241—
ProductN-{4-(1-hydroxyethyl)-1-(2-phenylethyl)-4-piperidinyl}-N-phenyl-cyclopropylcarboxamideHCID 1993565766.1%

Reaction Steps

A solution of 4-(1-hydroxyethyl)-4-(N-phenylamino)-1-(2-phenylethyl)-piperidine (0.200 g), cyclopropylcarboxylic acid chloride (1 g) and triethylamine (2.2 g) in dry benzene (30 ml) was stirred for 2.5 hours at 60°-65° C. After cooling the mixture was washed with dilute sodium carbonate solution, dried over MgSO4 and then concentrated. The residue was chromatographed on silica gel using chloroform-methanol 76:1 as eluant to give the title compound (0.160 g), which with oxalic acid gave an oxalate salt, m.p. 158°-159° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05420280
Source datasetuspto-grants-1995_05
ORD IDord-df7e308664844494802ee9667d859efe
Source noteuspto-grants-1995_05