Hydrochloric Acid → HCID 22823472, compound

Participants

Reaction Steps

600 mg (1.91 mmol) 5,6-didehydro-4,6-dimethoxy-N-formylmorphinan were dissolved in 13.5 ml methanol and 1.5 ml 37% hydrochloric acid were added. This mixture was heated at reflux for 17 h, then the solvent was removed in vacuo, the oily residue dissolved in water and rendered alkaline with 30% NH4OH. After extraction with CHCl3, the organic layer was washed with brine, dried and evaporated to give an oil, which was crystallized with ether to yield 450 mg (81%) 4-methoxymorphinan-6-one. 1 H2O m.p. 136°-138°, [α]D26 -75.7° (c=0.88, CHCl3).

Provenance & Evidence