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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733043Generated: October 30, 2026

Ethanol → HCID 22250319, compound

https://huagongshe.com/reaction/733043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDiethyl EtherHCID 3283—
Reactant1-Chloroethyl chloroformateHCID 521305—
Reactant3-(benzenesulfonyl)-1-(1-benzylpiperidin-3-yl)indoleHCID 10252130—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 22250319HCID 2225031985%

Reaction Steps

A solution of 1-(1-benzylpiperidin-3-yl)-3-(phenylsulfonyl)-1H-indole (431 mg, 1.00 mmol) in dry 1,2-dichloroethane is treated with 1-chloroethyl chloroformate (0.27 mL, 2.50 mmol), heated at reflux temperature for 2.5 h, cooled and concentrated in vacuo (reconcentrated twice from CH2Cl2). The resulting residue is heated at reflux temperature in methanol for 3 h, cooled and concentrated in vacuo to give an oil. The oil is reconcentrated from ethanol and then from ether to give a tan solid. The solid is triturated with ethanol and filtered. The filtercake is dried under vacuum to afford the title product as an off-white solid, 322 mg (85% yield), mp 254-256° C., identified by HNMR and mass spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589108B2
Source datasetuspto-grants-2009_09
ORD IDord-1610a33c6a64416887a0fc797c208783
Source noteuspto-grants-2009_09