Sodium Carbonate → HCID 70567185, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3,14-dimethoxy-8α-methylmorphinan-6-one hydrochloride (26) (0.83 g, 2.36 mmol), cyclopropylmethyl bromide (0.51 g 3.78 mmol), anhydrous sodium carbonate (1.6 g, 15.09 mmol) and ethanol (20 ml) was refluxed at oil bath temperature of 110° C. for 18 hours with stirring under a nitrogen atmosphere. The resulting product was filtered and the residue washed with ethanol (3×35 ml). The filtrate was concentrated under reduced pressure give 0.689 g of a solid product which was purified by chromatography on silica gel using graded methanol/chloroform mixtures to provide 0.362 g (41.5% theory) of 17-cyclopropylmethyl-3,14-dimethoxy-8α-methylmorphinan-6-one (30) as a tan foamy solid.

Provenance & Evidence