Oxidation of alkoxphenols. Part XIII. Oxidation of t-butylated resorcinol monoethers and related compounds

Abstract

4-Aryloxycyclohexadienones are obtained on oxidation of 5-methoxy-2,4-di-t-butylphenol, 2,5-dimethoxy-4-t-butylphenol and 2,6-dimethoxy-4-t-butylphenol. The structure of the first dienone is established by its hydrolysis to a 4-hydroxydiphenyl-ether, and of the last two, which are hydrolysed to o-quinones and the original phenols, by physical methods. Oxidation of 5-methoxy-2-t-butylphenol gives a dipheno-4,4′-quinone, and of 3-methoxy-4-t-butylphenol only polymeric material.