STUDIES IN FRIES MIGRATION. PART IV. THE FRIES MIGRATION OF ACETOXYBENZOIC ACIDS

The Fries migration of three isomeric acetoxybenzoic acids has been investigated. Aspirin gives 2-hydroxy-5- acetylbenzoic acid, the acetyl group migrating to the para position to the hydroxyl group ; the p-acetoxybenzoic acid on migration gives 3-acetyl-4-hydroxybenzoie acid, the ortho migration taking place. Attempts to effect the migration of m-acetoxybenzoic acid failed, the m-COOH thus hindering the migration. The constitutions of the migration pro-duets obtained have been established.