改进的Williamson醚化法合成葡萄糖衍生物
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中图分类号:O629.11 文献标识码:A

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金华市科学技术研究计划重点项目(批准号:2015-1-020)


Synthesis of Glucose Derivatives via Improved Williamson Etherification Method
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    摘要:

    以葡萄糖衍生物、碱金属氢氧化物、氯化苄为原料,以正辛烷为带水剂,经Williamson醚化反应合成了3个苄醚化葡萄糖衍生物。考察了带水剂、碱、苄醚化试剂及配方等影响因素,得到优化的反应条件为:n(底物羟基)﹕n(氢氧化钾或氢氧化钠):氯化苄=1.00﹕1.10~1.15﹕1.10~1.15,以正辛烷为带水剂,125~130℃保温回流脱水反应4h,在该条件下产率为96.8%~98.2%。产物结构经FTIR、HPLC-MASS、1HNMR确证。

    Abstract:

    An improved Williamson etherification method was reported. Using glucose derivatives, alkali metal hydroxide and benzyl chloride as raw material,n-octane as water-carrying agent, three benzylated glucose derivatives were synthesized. Kinds of water-carrying agent , alkali metal hydroxide, benzylation reagent and the different mole ratio of raw material were selected to investigate the influence on yield. The optimum synthesis conditions were as follows.Hydroxy of substrate, KOH or NaOH and benzyl chloride in mole ratio 1.00﹕1.10~1.15﹕1.10~1.15, using n-octane as water-carrying agent, refluxed at 125~130℃ for 4.0h, gave the three benzylated glucose derivatives in 96.8%~98.2% yields.The structures of compounds obtained were confirmed by FTIR,UPLC-MASS,1HNMR.

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姜国平,曹凌峰.改进的Williamson醚化法合成葡萄糖衍生物[J].精细化工,2017,34(1):

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  • 收稿日期:2016-06-12
  • 最后修改日期:2016-09-01
  • 录用日期:2016-09-21
  • 在线发布日期: 2016-12-23
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