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Synthesis of (S)-(+)-2-(N-benzylamino)butan-1-ol from its Schiff Base by Catalytic Hydrogenation over Palladium

[ Vol. 2 , Issue. 3 ]

Author(s):

Laszlo Hegedus, Sandor Miskolczi, Gyorgy Bansaghi, Edit Szekely and Ferenc Faigl   Pages 312 - 318 ( 7 )

Abstract:


A chiral 1,2-amino alcohol derivative, (S)-(+)-2-(N-benzylamino)butan-1-ol (BAB), was synthesized from its Schiff base by catalytic hydrogenation over palladium on carbon, in various solvents (toluene, methanol, hexane, dichloromethane, tetrahydrofuran, ethyl acetate), under mild conditions (room temperature, atmospheric pressure). Preparation of the Schiff base was also optimized. This compound is a resolving agent for preparing optically active, practically important cyclopropanecarboxylic acids.

Keywords:

Heterogeneous catalysis, hydrogenation, palladium, supported metal catalyst.

Affiliation:

MTA-BME Organic Chemical Technology Research Group, Hungarian Academy of Sciences, Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budafoki ut 8, H-1111 Budapest, Hungary.

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