1-(3-Methoxyphenyl)acetone → N-[2-(3-methoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-chlorophenyl)ethanamine

Participants

Reaction Steps

N-[2-(3-methoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-chlorophenyl)ethanamine was prepared from 1-(3-methoxyphenyl)propan-2-one (3.81 g) and 2-hydroxy-2-(3-chlorophenyl)ethanamine (3.99 g) by an analogous procedure to that described in Example 1 and purified by column chromatography on silica gel using 2-5% methanol in dichloromethane as eluent. The purified amine was converted to its hydrochloride salt by addition of ethereal hydrogen chloride and crystallised from ethyl acetate-diethyl ether to give N-[2-(3-methoxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-chlorophenyl)ethanamine hydrochloride, m.p. 101°-4° C. as u a 60:40 mixture of diastereoisomers.

Provenance & Evidence