m-Chloroperbenzoic acid → HCID 13279932, compound

Participants

Reaction Steps

A mixture of the product of Example 78 in the form of its free base (5.7 g), m-chloroperbenzoic acid (3.7 g-85% purity) and dichloromethane (300 ml) was stirred at ambient temperature for 12 hours. The reaction solution was washed with 5N aqueous sodium hydroxide solution and water and then dried. Evaporation of the solvent gave an oil from which N-[2-(methylsulphinyl)ethyl]-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine was separated by high pressure liquid chromatography. The amine was dissolved in dry ether and hydrogen chloride gas passed through the solution to give a gum which was dissolved in ethyl acetate. Heating this solution to 80° C. caused the precipitation of N-[2-(methylsulphinyl)ethyl]-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine hydrochloride (m.p. 170°-171° C.).

Provenance & Evidence