Abstract
The Friedel-Crafts condensation of 3-methoxyphthalic anhydride (IV) gave predominantly 3-methoxy-2-aroylbenzoic acid types. On employment of anhydrous aluminum chloride as a condensing agent, this tendency was exclusive. The Grignard reaction of IV also gave a similar result. The boron trioxide catalyzed condensation of 3-hydroxyphthalic anhydride (IVa), on the contrary, gave exclusively 2-hydroxy-6-aroylbenzoic acid types. The structures of the isomeric aroylbenzoic acid derivatives were established by conversion of them into hydroxynaphthacenequinones.
