Journal of the Korean Society of Tobacco Science (한국연초학회지)

The Korean Society of Tobacco Science (한국연초학회)
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A Synthesis of Solanone

솔라논의 합성

  • Yong Tae Kim (Department of Chemistry, Korea Ginseng and Tobacco Research Institute) ;
  • Kwang-Kyu Yang (Department of Chemistry, Korea Ginseng and Tobacco Research Institute) ;
  • Kun Soo Kim (Department of Chemistry, Korea Ginseng and Tobacco Research Institute) ;
  • Sung Chul Shin (Department of Chemistry, Korea Ginseng and Tobacco Research Institute)
  • Published : 1988.11.01
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Abstract

A total synthesis of solanone was investigated. 4-Cyano -2-isopropylbutanal was treated with methallyl iodide in the presence of metallit tin, alominium and HBr to obtain 7-cyano-5-isopropyl-4-hydroxy-2-methyl-1-heptene, which was contacted with phosphorus oxychloride, followed by methylation of dienonitrile, yielded the solanone.

담배의 중요 향기성분인 솔라논에 관한 전체합성이 시도되었다. 출발물질인 4-시아노-2-이소프로필부탄알을 금속 주석, 알미늄 및 브롬산의 존재하에서 요오드화 메탈릴로 처리하고 포스포러스 옥시클로리드와 반응시킨 다음 메틸화 함으로써 좋은 수득률로 솔라논을 합성하였다.

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