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Catalyst-Free One-Pot Reductive Alkylation of Primary and Secondary Amines and N,N-Dimethylation of Amino Acids Using Sodium Borohydride in 2,2,2-Trifluoroethanol

Mahmood Tajbakhsh*, Rahman Hosseinzadeh, Heshmatollah Alinezhad, Somayeh Ghahari, Akbar Heydari, Samad Khaksar

*Department of Chemistry, University of Mazandaran, P. O. Box 453, Babolsar 47415, Iran, Email:

M. Taibakhsh, R. Hosseinzadeh, H. Alinezhad, S. Ghahari, A. Heydari, S. Khaksar, Synthesis, 2011, 490-496.

DOI: 10.1055/s-0030-1258384


A simple and convenient procedure enables the reductive alkylation of primary and secondary amines and N,N-dimethylation of amino acids using sodium borohydride as reducing agent in 2,2,2- trifluoroethanol without use of a catalyst or any other additive. The solvent can be revovered and reused.

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Key Words

reductive amination, 2,2,2-trifluoroethanol, sodium borohydride, reductive methylation

ID: J66-Y2011-0310