Synthesis of new macrocycles. Part IV. Two-step synthesis of dimeric phthalic acid esters

Abstract

Double esterification of simple alkanediols, such as butane-1,4-diol, by two sequential treatments with 1 mol. equiv. of phthalic anhydride afforded half-esters in which each benzene ring retains a carboxy-group. Ring closure of these diacid intermediates was achieved by reaction with suitable dibromoalkanes. By this technique were obtained 24 new dimeric cyclic esters ranging in ring size from 18 to 36 members.