HCID 54075037, compound → HCID 67693362, compound

Participants

Reaction Steps

To a solution of 3.4 g (0.007 mol) of (--)-3-phenoxy-N-trichlorocarbethoxymorphinan in 40 ml of 90% acetic acid was added portionwise 2.0 g of zinc-dust. The mixture was stirred at room temperature for 16 hours and filtered. The filtrate was concentrated in vacuo and the residue was partitioned between ether and dilute ammonium hydroxide. The ether solution was extracted with 4 N hydrochloric acid. The acidic solution was extracted with chloroform. After removal of chloroform, the crude hydrochloride was crystallized from ethanol to afford 0.7 g (29%) of (--)-3-phenoxymorphinan hydrochloride, mp 322°-324°, [α]25D-33.88° (c 1.00, MeOH).

Provenance & Evidence