Boron Trifluoride Etherate on Alumina-Modified Lewis Acid Reagent(III): Synthesis of 5-alkyl-3-(1-thioxolanyl-cyclohexenyl)-resorcinol Derivatives

  • Published : 1992.03.01

Abstract

5-Alkyl-3-(1-thioxolanyl-cyclohexenyl)-resorcinol derivatives are readily prepared by boron trifluoride-on-alumina-catalyzed formation of 5-alkylresorcinols with 1-thioxolanyl-2-cyclohexenol; their formation depends on the nature of the alkylgroup. The yield is the highest with 5-(1, 1-dimethylheptyl)-resorcinol. The one with 5-pentylresorcinol is higher than 5-methylresorcinol and resorcinol apparently because of steric effects. The yields of the products increases: 3a (10%), 3b (20%) 3c (48%) and 3d (77%).

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