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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 893829Generated: October 25, 2026

Ethyl chloroformate → 4-(2,3,4-Trimethoxybenzylthio)-1-cinnamylpiperidine

https://huagongshe.com/reaction/893829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantPotassium HydroxideHCID 14797—
ReactantToluene, alpha-chloro-2,3,4-trimethoxy-HCID 97491—
ReactantSodiumHCID 5360545—
ReactantFumarateHCID 5460307—
Reactant1-Methylpiperidine-4-thiolHCID 14180391—
Reactant4-(2,3,4-Trimethoxybenzylthio)-1-ethoxycarbonylpiperidineHCID 19890907—
Reactant4-(2,3,4-Trimethoxybenzylthio)-1-cinnamylpiperidine fumarateHCID 67894540—
SolventBenzeneHCID 241—
SolventEthanolHCID 702—
Product4-(2,3,4-Trimethoxybenzylthio)-1-cinnamylpiperidineHCID 53752093—

Reaction Steps

The 4-(2,3,4-trimethoxybenzylthio)piperidine used as starting material, the fumarate of which melts at 154° C., was prepared by the hydrolysis, using potassium hydroxide and ethanol, of 4-(2,3,4-trimethoxybenzylthio)-1-ethoxycarbonylpiperidine (oil), which was itself prepared by the action of ClCOOC2H5 in benzene on 4-(2,3,4-trimethoxybenzylthio)-1-methylpiperidine (m.p. of the corresponding fumarate: 130° C.), which was itself prepared by the condensation of 2,3,4-trimethoxybenzyl chloride in ethanol with the sodium salt of 1-methyl-4-mercaptopiperidine, b.p./13 : 70°-72° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05126356
Source datasetuspto-grants-1992_06
ORD IDord-723d3b8048ee46d3b6b86ab349d9e5a4
Source noteuspto-grants-1992_06