HCID 20225018, compound → HCID 20225043, compound

Participants

Reaction Steps

Borane-methyl sulphide complex (3.4 ml) was added dropwise to a solution of the acetamide (1.6 g) prepared as described above in dry tetrahydrofuran (30 ml). The mixture was heated under reflux for seven hours and then half the solvent removed by evaporation. A mixture of concentrated hydrochloric acid (5 ml) and water (5 ml) was added dropwise with ice-cooling. Water was added and the aqueous layer washed with ether, cooled in ice, basified with 16N sodium hydroxide solution and extracted with ether. The ether extract was washed, dried and the ether removed by evaporation. Hydrogen chloride gas was passed into a solution of a sample of the residue in ether to give N-(2-methoxyethyl)-2-[1-(4-chlorophenyl)cyclobutyl]ethylamine hydrochloride (m.p. 113°-115° C.).

Provenance & Evidence