Curvularin. Part VII. Some acylations of 3,5-dihydroxytoluene and its dimethyl ether

Abstract

3,5-Dihydroxytoluene is acylated in the 2-position by octanoyl chloride in the presence of aluminium chloride. In polyphosphoric acid it reacts with 7-oxo-octanoic acid and with crotonic acid to give the corresponding 4-acyl derivative and 7-hydroxy-2,5-dimethylchroman-4-one respectively. Under the same conditions 3,5-dimethoxytoluene and crotonic acid give the dioxobenzodipyran (V). Tin(IV) chloride effects the acylation of 3,5-dimethoxytoluene by crotonoyl chloride in the 2-position and by benzoyl chloride in the 2- and 6-position.