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KMID : 0043319920150010005
Archives of Pharmacal Research
1992 Volume.15 No. 1 p.5 ~ p.8
Boron Trifluoride Etherate on Alumina-Modified Lewis Acid Reagent (III): Synthesis of 5-Alkyl-3-(1-thioxolanyl-cyclohexenyl)-resorcinol Derivateves
Baek SH
Lee CJ
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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