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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 343719Generated: October 25, 2026

Diethyl Ether → N,N-Bis(2-chloroethyl)benzylamine hydrochloride

https://huagongshe.com/reaction/343719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantChloroformHCID 6212—
Reactant2,2'-((Phenylmethyl)imino)bisethanolHCID 7553—
ReactantThionyl ChlorideHCID 24386—
ProductN,N-Bis(2-chloroethyl)benzylamine hydrochlorideHCID 2777881—

Reaction Steps

Thionyl chloride (25.4 g, 130 mmol) and chloroform (20 mL) are combined. A solution of N,N-bis(2-hydroxyethyl)-N-benzylamine (25.4 g, 130 mmol) in chloroform (20 mL) is added dropwise over 1 hour. When the addition is complete the reaction mixture is refluxed for 1 hour. The reaction mixture is cooled to ambient temperature and diethyl ether was added to form a solid which is collected by filtration, rinsed with diethyl ether, and dried to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05861416
Source datasetuspto-grants-1999_01
ORD IDord-568798d80066492ebccf12203445f218
Source noteuspto-grants-1999_01