ANTIMONY TRICHLORIDE-CATALYZED AMINOLYSIS OF EPDXIDES

Abstract

Synthesis of n-amino alcohols from the reaction of epoxides such as cyclohexene oxide and cyclopentene oxide with aniline and its derivatives using antimony trichloride as a novel catalyst is described. This methodology proved to be very efficient with several amine nucleophiles. The aniline derivatives with electron-deficient group such as 4-trifluoromethyl and with sterically hindered groups such as 2,6-dimethyl underwent facile reaction to provide the corresponding amino alcohols in very good yields. The 4-nitroaniline also participated in the nucleophilic ring opening reaction with epoxides under the catalytic influence of antimony(III) chloride to afford the products in reasonable yields. All the products are characterized based on IR, NMR and GC-MS spectral analysis