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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 11, Number 2
BKCSDE 11(2)
February 20, 1990 

Selective Synthesis of N-(Cyclohexylmethyl)-N-alkylamines from Primary Amines and Pimelaldehyde using Tetracarbonylhydridoferrate, HFe(CO)4-, as a Reducing Agent
Sang Chul Shim*, Young Gil Kwon, Chil Hoon Doh, Byung Won Woo, Jin Ook Baeg, Hong Seok Kim, Tae Jeong Kim, Dong Ho Lee, Young Woo Kwak, Jin Soon Cha, Hyung Soo Lee, Jae Kook Uhm, Young Bae Park
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.
140 - 143
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