Straightforward Syntheses of the Three Possible Isomers of (±)-2-[3-(Hydroxybenzoyl) phenyl]propanoic Acid, Metabolites of (±)-Ketoprofen

Pelayo Camps Laboratori de Quimica Farmacèutica, Facultat de Farmàcia, Universitat de Barcelona, Av. Diagonal, s/n., E-08028, Barcelona, Spain

Xavier Farrés Laboratori de Quimica Farmacèutica, Facultat de Farmàcia, Universitat de Barcelona, Av. Diagonal, s/n., E-08028, Barcelona, Spain

Abstract

The o-, m- and p- isomers of (±)-2-[3-(hydroxybenzoyl)phenyl] propanoic acid (11, 12 and 4) have been prepared from 3-bromopropiophenone or m-propionylbenzoic acid, via 7, 8 and 2, which were submitted to Tl(III) nitrateinduced rearrangement, followed by hydrolysis of the ester and ether functions.

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Straightforward Syntheses of the Three Possible Isomers of (±)-2-[3-(Hydroxybenzoyl) phenyl]propanoic Acid, Metabolites of (±)-Ketoprofen

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Straightforward Syntheses of the Three Possible Isomers of (±)-2-[3-(Hydroxybenzoyl) phenyl]propanoic Acid, Metabolites of (±)-Ketoprofen

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