Hydrochloric Acid → HCID 20227972, compound

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Reaction Steps

N-[2-(4-cyclohexyloxyphenyl)-1-methylethyl]-2-hydroxy-2-(3-chlorophenyl)ethanamine was prepared from 1-(4-cyclohexyloxyphenyl)propan-2-one (2.5 g) and 2-hydroxy-2-(3-chlorophenyl)ethanamine (2.1 g) by an analogous procedure to that described in Example 1. After chromatography on silica gel eluting with 1% methanol in dichloromethane the purified amine was dissolved in diethyl ether, cooled and hydrogen chloride passed through the solution. Evaporation of the solvent and recrystallisation of the crude hydrochloride gave N-[2-(4-cyclohexyloxyphenyl)-1methylethyl]-2-hydroxy-2-(3-chlorophenyl)ethanamine hydrochloride m.p. 164°-166° C. (ethyl acetate-hexane) as a 48:52 mixture of diastereoisomers.

Provenance & Evidence