Diethyl Ether → HCID 13279976, compound

Participants

Reaction Steps

A solution of chloroacetylchloride (5.5 g) in dry ether (30 ml) was added dropwise to a solution of α-[1-(4-chlorophenyl)cyclobutyl]benzylamine (see Example 16 of published British Patent Specification No. 2098602) in the form of its free base (11.95 g) and a solution of triethylamine (4.9 g) in dry ether (40 ml) at around 5° C. The mixture was stirred at room temperature for twenty hours and then filtered. The filtrate was washed with water, aqueous sodium bicarbonate solution and water and dried over magnesium sulphate. Morpholine (8.4 g) was added and the mixture heated under reflux for 24 hours. The reaction mixture was extracted with 2N hydrochloric acid and the aqueous fraction washed with ether. Addition of aqueous sodium hydroxide precipitated a solid which was recrystallised from petroleum ether (b.p. 80°-100° C.) to give N-{α-[1-(4-chlorophenyl)cyclobutyl]benzyl}-2-morpholinoacetamide (m.p. 95°-97° C.).

Provenance & Evidence