A Simple Secondary Amine Synthesis:: Reductive Amination Using Sodium Triacetoxyborohydride

Merle W. Carlson ^[1] ; James T. Ciszewski ^[1] ; Micah M. Bhatti ^[1] ; Wesley F. Swanson ^[1] ; Anne M. Wilson ^[1]
1. [1] Butler University
  
  Butler University
  
  Township of Center, Estados Unidos
Localización: Journal of chemical education, ISSN 0021-9584, Vol. 77, Nº 2 (February), 2000, págs. 270-270
Idioma: inglés
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Resumen
- We present a reductive amination experiment for a second-semester organic chemistry class. It utilizes an imine intermediate and sodium triacetoxyborohydride, a mild reducing agent. The progress of the reaction is followed by TLC as the starting materials (the aldehyde and primary amine), the imine intermediate, and the secondary amine product are visible under ultraviolet light. This experiment provides an introduction to the observation of intermediates, the synthesis of amines, and the concept of mild reducing agents.