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

doi:10.1055/s-0030-1258384

PAPER

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*^a, Rahman Hosseinzadeh^a, Heshmatollah Alinezhad^a, Somayeh Ghahari^a, Akbar Heydari^b, Samad Khaksar^c
^a Department of Chemistry, University of Mazandaran, P. O. Box 453, Babolsar 47415, Iran
Fax: +98(112)5342350; e-Mail: Tajbaksh@umz.ac.ir;
^b Chemistry Department, Tarbiat Modares University, P. O. Box 14115-175, Tehran 18716, Iran
^c Chemistry Department, Islamic Azad University, Ayatollah Amoli Branch, P.O. Box 678, Amol, Iran

Abstract

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Abstract

A simple and convenient procedure for the reductive alkylation of primary and secondary amines and N,N-dimethylation of amino acids is described using sodium borohydride as a reducing agent in 2,2,2- trifluoroethanol without use of a catalyst or any other additive. The solvent can be readily recovered from reaction products in excellent purity for direct reuse.

Key words

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

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