만니히 반응

만니히 반응(영어: Mannich reaction)은 유기화학에서 폼알데하이드(H−CHO)와 1차 또는 2차 아민(−NH
2) 또는 암모니아(NH
3)에 의한 카보닐기(C=O) 옆의 산성 양성자의 아미노 알킬화를 포함하는 3성분 유기 반응이다.[1] 최종 생성물은 만니히 염기로도 알려진 β-아미노-카보닐 화합물이다.[2] 알디민과 α-메틸렌 카보닐 사이의 반응은 이러한 이민이 아민과 알데하이드 사이에서 형성되기 때문에 만니히 반응으로도 간주된다. 이 반응은 독일의 화학자인 카를 만니히의 이름을 따서 명명되었다.[3][4]

암모니아 또는 아민은 폼알데하이드 및 카보닐 화합물의 알파 산성 양성자와 반응하여 베타 아미노 카보닐 화합물을 생성한다.

같이 보기

각주

  1. ↑ Smith, Michael B.; March, Jerry (2007). 《March's Advanced Organic Chemistry》 6판. John Wiley & Sons. 1292–1295쪽. ISBN 978-0-471-72091-1. 
  2. ↑ Original translated from German Wiki
  3. ↑ Carl Mannich; Krösche, W. (1912). “Ueber ein Kondensationsprodukt aus Formaldehyd, Ammoniak und Antipyrin”. 《Archiv der Pharmazie》 (독일어) 250 (1): 647–667. doi:10.1002/ardp.19122500151. S2CID 94217627. 
  4. ↑ Blicke, F. F. (2011). “The Mannich Reaction”. 《Organic Reactions》 1 (10): 303–341. doi:10.1002/0471264180.or001.10. ISBN 978-0471264187. 

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