Process for the preparation of naproxene nitroxyalkylesters

C - Chemistry – Metallurgy – 07 – C

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C07C 203/04 (2006.01)

Patent

CA 2380116

A process for obtaining nitroxyalkylesters of the 2-(S)-(6-methoxy-2-naphthyl)- propanoic acid having an enantiomeric excess higher than or equal to 95 %, preferably higher than or equal to 98 %, characterized in that an halide of the 2-(S)-(6-methoxy-2-naphthyl)-propanoic acid of formula A-Hal, wherein A is the acid acyl residue, is reacted in an inert organic solvent with an aliphatic nitroxyalkanol HO-Y-ONO2, wherein Y is a C2-C20 alkylene or a cycloalkylene from 3 to 8 carbon atoms, or an alkylene as defined containing a cycloalkylene as defined, in the presence of an inorganic base.

L'invention concerne un procédé de production de nitroxyalkylesters d'acide 2-(S)-(6-méthoxy-2-naphtyl)-propanoïque présentant un excès énantiomère supérieur ou égal à 95 % et de préférence supérieur ou égal à 98 %, ces nitroxyalkylesters se caractérisant par le fait qu'un halogénure de l'acide 2-(S)-(6-méthoxy-2-naphtyl)-propanoïque représenté par la formule A-Ha1, dans laquelle A désigne le résidu d' acyle acide, est mis en réaction dans un solvant organique inerte avec un nitroxyalcanol aliphatique HO-Y-ONO¿2?, Y représentant un alkylène en C¿2?-C¿20? ou un cycloalkylène comprenant 3 à 8 atomes de carbone, ou un alkylène comme défini contenant un cycloalkylène comme défini, en présence d'une base inorganique.

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