Studies in the Friedel-Crafts reaction. Part IV. The action of acetyl chloride and acetic anhydride on resorcinol and its derivatives. An evidence for ψ-substitution in the resorcinol nucleus

Abstract

Acetyl chloride and acetic anhydride have been condensed with resorcinol 4-ethylresorcinol, methyl β-resorcylate, resacetophenone and orcinol in the presence of anhydrous aluminium chloride and it is found that resacetophenone and orcinol show evidence of ψ-substitution side by side with usual β-substitution. Two independent methods of synthesising 2 : 6-dihydroxy-3-ethyl-acetophenone have been worked out, as this unknown ketone was required during the course of the work.