4'-羟基查尔酮的合成研究  

Study on the Synthesis of 4'- Hydroxychalcone

作　　者：王雅珍[1] 芮清清 

机构地区：[1]江苏理工学院化学与环境工程学院,江苏常州213001 [2]南京工业大学,江苏南京210032

出　　处：《江苏理工学院学报》2014年第2期18-24,共7页Journal of Jiangsu University of Technology

摘　　要：以苯酚和乙酸酐为原料,经酚酯化反应、Fries重排反应、羟醛缩合来合成4＇-羟基查尔酮。对反应的主要因素进行了研究,结果表明：酚酯化反应的温度应控制在125-130℃,乙酸酐和苯酚的摩尔比为0.25∶0.21、反应时间为2.5 h,产率为86%;Fries重排反应的温度应控制在25-30℃,乙酸苯酯和催化剂无水三氯化铝摩尔比为0.15∶0.18、反应时间为24 h,产率为21%;羟醛缩合的反应温度为室温,在稀碱的醇溶液中（0.14g/mL）进行,反应时间为12 h,产率68%。4′-Hydroxychalcone was synthesized by acetic anhydride and phenol as raw materials,through es-terification reaction of phenol,Fries rearrangement reaction,and aldol condensation reaction.The influences of main factors on reaction were examined.The results showed that the optimal conditions were the temperatures of esterification 125-130 ℃,the molar ratio of acetic anhydride to phenol 0.25∶0.21 ,the time of the reaction about 2.5 h;the temperatures of Fries rearrangement reaction 25-30 ℃,the molar ratio of phenyl acetate to anhydrous aluminium chloride 0.15∶0.18 ,the time of the reaction about 24 h;the temperatures of aldol con-densation reaction 20-30 ℃,concentration of NaOH 0.14 g/mL,the time of the reaction about 12h.The yield of phenyl acetate can be reached 86%.The yields of 4′-hydroxyacetophone and 4′-Hydroxychalcone can be reached 21 %and 68 %respectively.

关 键 词：乙酸苯酯 酯化 4-羟基苯乙酮 FRIES重排 4'-羟基查尔酮 羟醛缩合 

分 类 号：O623.56[理学—有机化学]