Patent ID: 8748611

Claim:
A process for the preparation of a morphinan-6-one product, the process comprising: forming a reaction mixture comprising a morphinan-6-one compound and an α,β-unsaturated ketone compound; treating the reaction mixture with a non-thiol sulfur-containing compound to reduce the concentration of the α,β-unsaturated ketone compound in the reaction mixture; and recovering the morphinan-6-one compound to produce the morphinan-6-one product; wherein the morphinan-6-one compound corresponds to Formula (2): the α,β-unsaturated ketone compound corresponds to Formula (3): X is —N(R 17 )— or —N + (R 17a R 17b )—; R 1 and R 2 are independently selected from hydrogen, substituted and unsubstituted acyl, acyloxy, alkenyl, alkoxy, alkoxyaryl, alkyl, alkylamino, alkynyl, amino, aryl, arylalkoxy, carboalkoxy, carbonyl, carboxyalkenyl, carboxyalkyl, carboxyl, cyano, cyanoalkyl, cycloalkyl, cycloalkylalkyl, cycloalkylether, halo, haloalkoxy, haloalkyl, heteroaryl, heterocyclic, hydroxyalkyl, hydroxyl, or nitro; R 3 is hydrogen, hydroxy, protected hydroxy, alkoxy, or acyloxy; R 10 is hydrogen, hydroxy, protected hydroxy, halo, keto, tosyl, mesyl, or trifluoromesyl; R 14 is hydrogen, hydroxy, or protected hydroxy; R 17 is hydrogen, alkyl, cycloalkyl, alkylcarboxy, alkylenecycloalkyl, alkoxycarbonyl, allyl, alkenyl, acyl, aryl, formyl, formyl ester, formamide, benzyl, or an amino protecting group; R 17a and R 17b are independently selected from hydrogen, alkyl, alkenyl, allyl, cycloalkyl, aryl, or benzylyl, and the morphinan-6-one product comprises less than about 0.1% (by weight morphinan-6-one product) of the α,β-unsaturated ketone compound.