Process for producing disubstituted 4-hydroxycyclopentenones; monosubstituted cyclopentendiones and 4-hydroxycyclopentenones

摘要

A method of producing a 4-hydroxycyclopentenone rep resented by the formula,wherein R, is an alkyl, alkenyl, alkynyl, cycloalkyl, thienyl, phenyl, p-methylbenzyl or benzyl group and R₂ is an alkyl, alkenyl or alkynyl group having 6 or less carbon atom, which comprises reacting a furylcarbinol compound of the formula,wherein R, is as defined above, in the presence of an acid in a mixed solvent of water and an organic solvent, to obtain a cyclopentenone compound of the formula,wherein R is as defined above; reacting the cyclopentenone compound in the presence of an oxidizing agent to obtain a cyclopentendione compound of the formula.wherein R, is as defined above; reacting the cyclopentendione compound with a Grignard reagent of the formula,^R₂MgX wherein R₂ is as defined above and X is chlorine, bromine or iodine atom, to obtain an oxocyclopentene compound of the formula,wherein R₁ and R₂ are as defined above; and reacting the cyclopentenone compound in the presence of a base.;The 4-hydroxycyclopentenones are useful intermediates of agricultural chemicals.