Hydrochloric Acid → HCID 13083341, compound

Participants

Reaction Steps

A solution of trifluoroacetic acid (2.33 ml) in tetrahydrofuran (5 ml) was added to a stirred suspension of sodium borohydride (1.13 g) in tetrahydrofuran (30 ml) over a period of five minutes. A solution of the oxime (1.7 g) prepared as described above in tetrahydrofuran (25 ml) was added dropwise and the mixture heated under reflux for six hours. The mixture was cooled and water (25 ml) and then 5 N sodium hydroxide solution (25 ml) were added. The mixture was extracted with ether and the extract washed with water, dried and evaporated to give a residue which was dissolved in petroleum ether (25 ml). Dry hydrogen chloride gas was passed through the ether solution to give 1-{[1-(3,4-dichlorophenyl)cyclobutyl]methyl}propylamine hydrochloride (m.p. 222°-224° C.). (Formula I R1, R2, R3 and R4 =H; R5 =4-Cl; R6 =3-Cl; R7 =Et and R8 =H).

Provenance & Evidence