Return to Contents  Chapter 22: Amines  Ch 22 contents

Reductive Amination via Imines

synthesis of amines via imines
Reaction type : Nucleophilic Addition then Oxidation - Reduction

Summary

preparation of an imine
  • These N species can then be reduced to amines.
  • The method provides access to 1o, 2o, or 3o amines.
  • Typical reagents : step 1 : acidic buffer  step 2 :  most commonly catalytic hydrogenation (e.g. H2/Pd)
  • Sodium cyanoborohydride (NaBH3CN) (which is like NaBH4) can be used for smaller scale reductions.
  • R, R' and R" may be either hydrogen, alkyl, or aryl.
  • Related reactions
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    Dr. Ian Hunt, Department of Chemistry, University of Calgary