Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
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Facile One-Pot Synthesis of PABA from MFB

MFB를 이용한 PABA One-Pot 합성법

  • Kim, Kyung-Duck (Department of Bio & Nano Chemistry, Kookmin University) ;
  • Ryu, Young (Department of Bio & Nano Chemistry, Kookmin University) ;
  • Kim, Seok-Chan (Department of Bio & Nano Chemistry, Kookmin University)
  • 김경덕 (국민대학교 생명나노화학과) ;
  • 류영 (국민대학교 생명나노화학과) ;
  • 김석찬 (국민대학교 생명나노화학과)
  • Received : 2014.03.04
  • Accepted : 2014.04.01
  • Published : 2014.06.10
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Abstract

A facile one-pot synthesis of p-aminobenzoic acid from methyl 4-formylbenzoate which is a main by product in dimethyl terephthalate production process has been developed. This process involves the formation of amide intermediate obtained from the reaction of an aldehyde in methyl 4-formylbenzoate with chlorine in methylene chloride and the subsequent treatment of acid chloride with ammonia. The resulting amide was converted into amine using Hofmann degradation to afford a p-aminobenzoic acid. This facile one-pot process does not involve any expensive materials and should offer an attractive alternative to p-aminobenzoic acid production.

본 연구의 내용은 Dimethyl terephthalate의 생성 과정 중 필연적으로 생성되는 부산물인 Methyl 4-formylbenzoate를 이용해 one-pot reaction을 통한 p-Aminobenzoic acid를 얻는 방법이다. 이 방법은 Methyl 4-formylbenzoate에 chlorine gas와 methylene chloride를 이용해 acid chloride를 형성하고 ammonia gas를 통해 amide를 중간체로 가진다. 생성된 amide는 Hofmann degradation을 통해 p-Aminobenzoic acid로 전환된다. 이 방법은 폐기물인 Methyl 4-formylbenzoate를 재활용하여 기존의 p-Aminobenzoic acid를 수율 90%로 합성하였으며 이는 기존의 p-Aminobenzoic acid 생산과정을 대체할 수 있을 것으로 예상된다.

Keywords

References

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