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十五烷醇和1-溴十五烷的制备 被引量:4

Practical Preparation of Pentadecanol and 1 Bromopentadecane from 1 Hexadecene
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摘要 报道了一种简便经济的自 1 -十六碳烯制备十五烷醇和 1 -溴十五烷的实用工艺路线。可用于生产昂贵的奇数直链醇。 Hexadecene was treated with ozone at low temperature to form its ozonide, which was reduced with sodium borohydride to 1 pentadecanol in 94.5% overall yield.1 Bromopentadecane was in turn prepared from pentadecanol via bromination under PTC condition in 92.5%.The whole process is believed to be applicable to the preparation of odd number aliphatic straight chain alcohols and halides as well.It has the advantages of low cost,less pollution and easy manipulation over Hunsdiecker Borodine reaction for synthesis of certain alkyl halides.
作者 王哲清
出处 《中国医药工业杂志》 CAS CSCD 北大核心 2000年第5期193-194,共2页 Chinese Journal of Pharmaceuticals
关键词 十五烷醇 1-溴十五烷 臭氧化反应 卤化反应 pentadecanol 1 bromopentadecane ozonolysis Hunsdiecker reaction halogenation PTC reaction preparation
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  • 1Barton DHR,Zard SZ.Invention of new reactions useful in the chemistry of natural products[].Pure and App Chem.1986
  • 2Barton DHR,Crich D,Motherwell WB.A practical alternative to the Hunsdiecker reaction[].Tetrahedron Letters.1983
  • 3Wilson CV.The reaction of halogens with silver salts of carboxylic acids[].Org React.1957
  • 4Cristol SJ,Firth Jr WJ.A convenient synthesis of alkyl halides from carboxylic acids[].Journal of Organic Chemistry.1961
  • 5Sousa JO,Bluhm AL.The reductive cleavage of ozonides to alcohols[].Journal of Organic Chemistry.1960
  • 6Johnson RG,Ingham RK.The Hunsdiecker reaction[].Chemical Reviews.1956

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