Anodic Pyridination of 2, 6-Di-tert-butyl-4-methylphenol

Abstract

Anodic pyridination of 2, 6-di-tert-butyl-4-methylphenol (1) in acetonitrile gave the corresponding 4-pyridinated cyclohexadienone and the side-chain pyridinated phenol. The yield of the former dienone decreased and that of the latter product increased with increase in the amount of added bases, pyridine and/or 2, 6-lutidine. On the other hand, the product distribution in the methoxylation of 1 in methanol or in acetonitrile containing methanol was little affected by the addition of 2, 6-lutidine, and 4-methoxylated dienone was the main product.