Process for the preparation of a 14-hydroxynormorphinone...

C - Chemistry – Metallurgy – 07 – D

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C07D 489/08 (2006.01) A61K 31/435 (2006.01) C07D 221/00 (2006.01) C07D 307/00 (2006.01) C07D 489/02 (2006.01)

Patent

CA 2457671

The present invention relates to process for the preparation of a 14- hydroxynormorphinone derivative of formula (IV) comprising reacting the compound of formula (III), with a cobalt (II) oxidant in the presence of a mild base and air or oxygen as the cooxidant; wherein R1 is (1C-7C) alkyl optionally substituted with one or more chlorines, butenyl, vinyl, benzyl, phenyl or naphthyl; and R2 is benzyl or benzyl substituted with one ore more (1C-6C) alkoxy group or benzyl substituted with one or more halogen. The process is very suitable in the production of noroxymorphone.

L'invention concerne un procédé de préparation d'un dérivé 14-hydroxynormorphinone représenté par la formule IV. Ce procédé consiste à faire réagir le composé représenté par la formule III avec un oxydant à base de cobalt (II), en présence d'une base douce et d'air ou d'oxygène en tant que co-oxydant. Dans ces formules, R¿1? représente alkyle (1C-7C) éventuellement substitué par un ou plusieurs chlores, butényles, vinyles, benzyles, phényles ou naphtyles ; et R¿2? représente benzyle ou benzyle substitué par un ou plusieurs groupes (1C-6C) alcoxy ou benzyle substitué par un ou plusieurs halogènes. Ce procédé convient à la production de noroxymorphone.

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