A facile method for the asymmetric synthesis of enantiomerically pure 1-(2-fluorophenyl)-ethylamine [1]

G Bringmann, JP Geisler

Index: Bringmann, G.; Geisler, J.-P. Journal of Fluorine Chemistry, 1990 , vol. 49, # 1 p. 67 - 73

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Citation Number: 8

Abstract

Abstract A simple, two-step-procedure for the synthesis of optically active (S)-1-(2- fluorophenyl)-ethylamine (1) is described. Starting from commercially available 2-fluoro- acetophenone (2), imination with (S)-1-phenyl-ethylamine (3), followed by stereoselective hydrogenation over Raney-nickel gives the secondary amine 5a. Subsequent regioselective hydrogenolytic cleavage of homogenous 5a yields enantiomerically pure 1