Anodic Oxidation of Benzoic Acid in Nitriles
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The anodic oxidation of benzoic acid in acetonitrile and propionitrile was studied. Electrolysis was employed under a controlled potential or current. Benzoic acid was changed into an intermediate benzoyloxy radical through de-electronation in acetonitrile, and the resulting radical was reacted with acetonitrile to give <I>N</I>-acetylanthranilic acid in a 38% yield under constant potential electrolysis. In propionitrile, the anodic oxidation gave <I>N</I>-propionylanthranilic acid, <I>N</I>-propionylbenzamide, and dipropionylamine. No Kolbe-type reaction was observed.
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