Method of preparation of oxycodone

Details Method of preparation of oxycodone Method of preparation of oxycodone

2005-08-16

2009-11-17

Aulakh, Charanjit S (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C546S044000

Reexamination Certificate

active

07619087

ABSTRACT:
A method of preparation of Oxycodone of formula I by reacting thebaine of formula II, or its analogue of formula III, wherein R represents a C2to C5alkyl, an alkylaryl, preferably benzyl, methoxybenzyl, or allyl, with hydrogen peroxide or peroxoacids in the presence of oxalic acid in admixture with acetic or formic acid. From the resulting crystalline precipitate of 14-hydroxycodeinone oxalate, by addition of a base, 14-hydroxycodeinone of formula IV is released, which is hydrogenated with hydrogen in the presence of a catalyst to yield Oxycodone (I): Oxycodone is transformed to hydrochloride, which is used as the active ingredient in analgesic formulations.

REFERENCES:
patent: 7071336 (2006-07-01), Francis et al.
Krassnig, Roland et al:, “ Optimization of the synthesis of oxycodone and 5-methyloxycodone”., Archiv Der Pharmazie, vol. 329, pp. 325-326, 1996.

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