Abstract

Abstract2‐Acetylresorcinol was prepared in 80–881 yield from 2‐acetyl‐1, 3‐cyclohexanedione by 2‐chlorination (excess of NCS in boiling carbon tetrachloride or one equivalent of molecular chlorine in the cold solvent) followed by aromatization in a heated dry solution of hydrogen chloride in dimethylformamide. The scope of the method was extended to the preparation of 2‐propionyl‐and 2‐isobutyrylresorcinol (resp. 791 and 661 yield). Application of the method on 2‐acyl‐5, 5‐dimethyl‐1, 3‐cyclohexanediones (acyl=acetyl, propionyl, n‐butyryl, i‐butyryl) afforded the corresponding 2‐acyl‐4‐chlorodimedone derivatives in 40–771 yields

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