Patent ID: 8273888

Claim:
A process for the preparation of a 6-keto morphinan having formula (I) prepared from a 6-keto nor-morphinan (X) having the formula: the process comprising reacting the 6-keto nor-morphinan (X) with an aldehyde of the formula CH(O)R 9 in a solvent to form the 6-keto morphinan (I) having the formula: wherein R 1 is hydrogen, hydrocarbyl, substituted hydrocarbyl, halo, or —OR 111 ; R 2 is hydrogen, hydrocarbyl, substituted hydrocarbyl, halo, or —OR 211 ; R 3 is hydrogen, hydrocarbyl, substituted hydrocarbyl, or —OR 311 ; R 7 is hydrogen, hydrocarbyl, substituted hydrocarbyl, or —OR 711 ; R 8 is hydrogen, hydrocarbyl, substituted hydrocarbyl, or —OR 811 ; R 9 is hydrogen, acyl, hydrocarbyl, substituted hydrocarbyl, or heterocyclo; R 14 is hydrogen or hydroxy; R 111 is hydrogen, hydrocarbyl, substituted hydrocarbyl, or a hydroxy protecting group; R 211 is hydrogen, hydrocarbyl, substituted hydrocarbyl, or a hydroxy protecting group; R 311 is hydrogen, hydrocarbyl, substituted hydrocarbyl, or a hydroxy protecting group; R 711 is hydrogen, hydrocarbyl, substituted hydrocarbyl, or a hydroxy protecting group; R 811 is hydrogen, hydrocarbyl, substituted hydrocarbyl, or a hydroxy protecting group; and Z 1 is >N + ═CH(R 9 ).