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

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Reaction Steps

Combine thionyl chloride (25.4 g, 130 mmol) and chloroform (20 mL). Add over about 1 hour, a solution of N,N-bis(2-hydroxyethyl)benzylamine (25.4 g, 130 mmol) in chloroform (20 mL). After the addition is complete, heat to reflux. After 1 hour, cool the reaction mixture to ambient temperature and add diethyl ether to form a solid. Collect the solid by filtration, rinse with diethyl ether, and dry to give N,N-bis(2-chloroethyl)benzylamine hydrochloric acid salt.

Provenance & Evidence