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Selective Synthesis of N-(Cyclohexylmethyl)-N-alkylamines from Primary Amines and Pimelaldehyde using Tetracarbonylhydridoferrate, $HFe(CO)_4^\;-$, as a Reducing Agent

  • Sang Chul Shim (Department of Industrial Chemistry, Kyungpook National University) ;
  • Young Gil Kwon (Department of Industrial Chemistry, Kyungpook National University) ;
  • Chil Hoon Doh (Department of Industrial Chemistry, Kyungpook National University) ;
  • Byung Won Woo (Department of Industrial Chemistry, Kyungpook National University) ;
  • Jin Ook Baeg (Department of Industrial Chemistry, Kyungpook National University) ;
  • Hong Seok Kim (Department of Industrial Chemistry, Kyungpook National University) ;
  • Tae Jeong Kim (Department of Industrial Chemistry, Kyungpook National University) ;
  • Dong Ho Lee (Department of Industrial Chemistry, Kyungpook National University) ;
  • Young Woo Kwak (Department of Industrial Chemistry, Kyungpook National University) ;
  • Jin Soon Cha (Department of Industrial Chemistry, Kyungpook National University) ;
  • Hyung Soo Lee (Department of Industrial Chemistry, Kyungpook National University) ;
  • Jae Kook Uhm (Department of Industrial Chemistry, Kyungpook National University) ;
  • Young Bae Park (Department of Industrial Chemistry, Kyungpook National University)
  • Published : 1990.04.20

Abstract

Ethanolic tetra carbonylhydridoferrate solution combined with dialdehyde (no of carbon; 4,5,6) is very efficient for the selective transformation of amino group into N-heterocyclic compound. However, a large variety of both aliphatic and aromatic amines react with the ferrate-pimelaldehyde at room temperature under an atmospheric pressure of carbon monoxide to give the corresponding N-(cyclohexylmethyl)-N-alkyiamine derivatives in moderate yields instead of the corresponding N-substituted perhydroazocine derivatives.

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