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A facile one-pot process for the formation of hindered tertiary amines.

Molecules (Basel, Switzerland) (2012-05-05)
Zhouyu Wang, Dong Pei, Yu Zhang, Chao Wang, Jian Sun
RESUMEN

A simple and convenient method was developed for the preparation of hindered tertiary amines via direct reductive amination of ketones with secondary aryl amines, using trichlorosilane as reducing agent and tetramethylethylenediamine (TMEDA) as organic Lewis base activator. A broad range of ketones were reacted with N-methylaniline to afford the corresponding tertiary amine products in high yield. An open transition model was proposed for the reductive step.

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Sigma-Aldrich
N,N,N′,N′-Tetrametiletilendiamina, BioReagent, suitable for electrophoresis, ≥99.0%
Sigma-Aldrich
N,N,N′,N′-Tetrametiletilendiamina, BioReagent, Molecular Biology, ≥99% (GC)
Sigma-Aldrich
N,N,N′,N′-Tetrametiletilendiamina, ≥99.5%, purified by redistillation
Sigma-Aldrich
N,N,N′,N′-Tetrametiletilendiamina, ReagentPlus®, 99%
Sigma-Aldrich
Trichlorosilane, 99%
Sigma-Aldrich
N-Methylaniline, 98%
Sigma-Aldrich
N-Methylaniline, ≥99%
Supelco
N-Methylaniline, analytical standard
Sigma-Aldrich
N,N,N′,N′-Tetrametiletilendiamina, ≥99.0%
Sigma-Aldrich
N-Methylaniline, purum, ≥98.0% (GC)