Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
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The Facile Synthesis of Pyrrolidinobenzenes from Adipaldehyde and Phenylenediamine using$HFe(CO)_4^-$

사카르보닐철산염, $HFe(CO)_4^-$을 이용한 아디파알데히드와 페닐렌디아민으로부터 과수소아제피노벤젠의 편리한 합성

  • Sang Chul Shim (Department of Industrial Chemistry, Kyungpook National University) ;
  • Byung Won Woo (Department of Industrial Chemistry, Kyungpook National University) ;
  • Chil Hoon Doh (Department of Industrial Chemistry, Kyungpook National University) ;
  • Dong Yup Lee (Department of Industrial Chemistry, Kyungpook National University) ;
  • Young Zoo Youn (Department of Industrial Chemistry, Kyungpook National University)
  • Published : 1992.04.20
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Abstract

Ethanolic tetracarbonylhydridoferrate, $HFe(CO)_4^-$, combined with adipaldehyde is very efficient for the selective transformation of an amino group into a perhydroazepine ring. Phenylenediamines react with adipaldehyde in the presence of $HFe(CO)_4^-$at room temperature under the atmospheric pressure of carbon monoxide to give the corresponding perhydroazepines in moderate yields. In these reactions, the molar ratio of 1.0 : 1.0 : 1.0 of the ferrate-adipaldehyde-phenylenediamine system gave one perhydroazepine ring, and the case of 1.0 : 2.0 : 1.0 gave two perhydroazepine rings, selectively.

에탄올성 사카르보닐철산염, $HFe(CO)_4^-$과 아디파알데히드를 조합하면 아미노기를 과수소아제핀고리로 선택적으로 전환을 하는데 매우 효과적이다. 페닐렌디아민은 상압의 일산화탄소, 상온, 및 철산염 존재하에서 아디파알데히드와 반응하여 대응하는 과수소아제핀을 보통의 수득율로 주었다. 이 반응에 철산염아디파알데히드-페닐렌디아민계에서 몰비가 1.0 : 1.0 : 1.0일 때는 한 개의 과수소아제핀고리를, 1.0 : 2.0 : 1.0의 경우에는 두 개의 과수소아제핀고리를 선택적으로 주었다.

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