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中文摘要：
目的：白藜芦醇衍生物3,4,5,4＇-四羟基二苯乙烯四甲基化物的比较合成研究。方法：以3,4,5-三甲氧基苯甲酸和茴香醛为起始原料,3,4,5-三甲氧基苯甲酸经过Na BH4还原和SOCl2卤代制备成卤代烃,卤代烃经Wittig-Horner反应制备Wittig试剂和Grignard反应制备Grignard试剂。Wittig试剂和Grignard试剂再分别与茴香醛缩合制备3,4,5,4＇-四甲氧基二苯乙烯。终产物的结构经由1H-NMR和MS分析确认。结果：经1H-NMR和MS分析确认,采用Wittig-Horner反应和Grignard反应合成3,4,5,4＇-四甲氧基二苯乙烯的总得率分别为75.76%、15.96%,二者差异显著。结论：Wittig-Horner反应相对更有利于目标化合物关键步骤中双键的构建,收率较高,成本较低,更适宜目标化合物的全合成。
英文摘要：
Objective： To conduct a comparative study on the synthesis of the resveratrol derivative 3,4,5,4＇- tetramethoxystilbene. Methods： The 3,4,5- trimethoxybenzoic acid and anisaldehyde were selected as raw materials and were treated by Na BH4 reduction and SOCl2 halogenation to obtain halogenated hydrocarbons,which were subjected to Wittig- Horner reaction and Grignard reaction to obtain Wittig agent and Grignard agent,respectively. The Wittig agent and Grignard agent were separately mixed with anisaldehyde for condensation to obtain 3,4,5,4＇- tetramethoxystilbene. The structure of final product was identified by 1H- nuclear magnetic resonance（1H- NMR） and mass spectrometry（ MS）. Results：1H- NMR and MS showed that the overall yields of 3,4,5,4＇- tetramethoxystilbene synthesized by Wittig- Horner reaction and Grignard reaction were 75. 76% and 15. 96%,respectively,with a significant difference. Conclusion： Compared with Grignard reaction,Wittig- Horner reaction is more favorable for the formation of double bonds in the key steps of preparation of target compound and ensures higher yield and lower cost. Wittig-Horner reaction is more suitable for the complete synthesis of target compound.
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