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烯丙基酚类衍生物的简便合成

A Simple Synthesis Procedure for Allylphenol Derivatives

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【作者】 费学宁张宝莲石博杰David J.Bergc

【Author】 FEI Xue-Ning~(a),ZHANG Bao-Lian~(a,b*),SHI Bo-Jie~(a), David J Berg~(c)(~(a)Department of Material Science and Engineering,Tianjin Institute of Urban Construction,Tianjin 300384;~(b)College of Material,Tianjin University,Tianjin;~(c)University of Victoria,Canada,V8W 3V6)

【机构】 天津城市建设学院材料科学与工程系University of Victoria Canada V8W 3V6天津300384天津大学材料学院天津

【摘要】 在甲苯和水非均相介质中,以4-甲基苯酚及烯丙基溴为初始原料,在过量氢氧化钠及相转移催化剂作用下,于70℃反应24 h可得到收率较高的取代4-甲基苯基烯丙基醚,经过C laisen重排,醚化和再次C laisen重排反应得到化合物(Ⅳ)。研究发现,在上述醚化反应条件下,当反应时间为72 h时,在同一非均相体系中,同时得到化合物(Ⅰ)、(Ⅱ)和(Ⅲ),其收率分别为29%、50%和11%。化合物(Ⅲ)经C laisen重排得到化合物(Ⅳ)。

【Abstract】 In a toluene/water heterogeneous system,4-methylphenyl allyl ether(Ⅰ) was obtained from the reaction between 4-methylphenol and allyl bromide with a high yield at 70 ℃ for 24 h in the presence of a phase transfer catalyst trioctadecyl methyl ammonium chloride and excess sodium hydroxide.Compound(Ⅰ) was converted into compound(Ⅳ) after Claisen rearrangement,etherification and Claisen rearrangement(again).When the reaction lasted for 72 h,(compounds)(Ⅰ),(Ⅱ) and(Ⅲ) were obtained with the yields of 29%,50%,and 10%,respectively under the above reaction conditions.Compound(Ⅳ) was obtained from compound(Ⅲ) via Claisen rearrangement.

  • 【文献出处】 应用化学 ,Chinese Journal of Applied Chemistry , 编辑部邮箱 ,2006年02期
  • 【分类号】O625.3
  • 【被引频次】4
  • 【下载频次】421
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