Potassium Carbonate → HCID 70530903, compound

Participants

Reaction Steps

A mixture of 2.4 g (79.6 mmol) oxymorphone, 24 g (173.6 mmol) anhydrous K2CO3 and 14.55 g (80.1 mmol) 5-chloro-1-phenyl-1H-tetrazole in 300 ml dry DMF was stirred at room temperature under argon for 20 hours. Then the reaction mixture was filtered, washed with CHCl3 and the filtrate was evaporated in vacuo. The oily residue was dissolved in 200 ml CHCl3, extracted with 1 N NaOH, water and brine. The organic layer was dried and evaporated to give 47.5 g of an oil, which was converted to the oxalate salt to yield 41.5 g (91%) of 4,5-epoxy-14-hydroxy-N-methyl (-3-(1-phenyl-1H-5-tetrazolyloxy) morphinan-6-one.(CO2H)2.2H2O, m.p. 143°-148°. The base was crystallized with ethyl acetate, m.p. 99°-102°, [α]D --179.0° (C 0.83, CHCl3).

Provenance & Evidence