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Chapter 22: Amines



Alkylation of Amines by Alkyl Halides | Alkylation of Phthalimide | Reductions of Nitrogen Containing Functional Groups | Reductive Amination via Imines |


Reductive Amination via Imines

Chapter 22: Amines

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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