Reactions of quinones with aromatic ethers. Part VI. Triphenylenols from mono- and di-chlorobenzoquinones and veratrole

Abstract

Chlorobenzoquinone reacts with veratrole in aqueous 70% v/v sulphuric acid to give 2-chloro-6,7,10,11-tetramethoxytriphenylen-3-ol (II; X = R = H, Y = Cl) and arylated products. Mono- and di-chloro-(3,4-di-methoxyphenyl)benzoquinones behave in an analogous manner giving the corresponding triphenylenols and mono- and di-chlorotriphenylenequinones, e.g.(III; X = Y = Cl).