摘要
以N,N-二甲基乙酰胺(DMAc)为促进剂,CH2Cl2为溶剂,取代羧酸与SOCl2于0℃反应20 min后,再与丹皮酚于25℃反应3 h,合成了一系列丹皮酚酯(2a^2l),产率83.7%~95.6%,其结构经1H NMR,13C NMR,IR和MS(EI)确证。以苯甲酰丹皮酚酯(2a)的合成为例,考察了促进剂类型、促进剂用量、酰氯化时间和酯化时间对产率的影响。在最优反应条件(DMAc 2 m L,酰氯化反应时间为20 min,酯化反应时间为3 h)下,2a产率94.0%。并提出了DMAc促进丹皮酚酯合成反应的可能机理。
A series of paeonol esters（ 2 a ～ 2 l） were synthsized by the chlorination of substituted carboxylic acids with thionyl chloride in DMAc and CH2 Cl2 at 0 ℃ for 20 min,followed by esterification in situ with paeonol at 25 ℃ for 3 h. The yield of 2 a ～ 2 l were 83. 7% ～ 95. 6% and the structures were confirmed by1 H NMR,13 C NMR,IR and MS（ EI）. The effects of different promoters,the dosage of promoter,chlorination reaction time and esterification time on the yield of benzoyl paeonol ester（ 2 a） were investigated to optimize the reaction conditions. The results showed that the yield of 2 a reach 94. 0% under the optimized conditions（ chlorination time was 20 min and the esterification time was 3 h with DMAc 2 m L）. The mechanism for the promotion of DMAc on the synthesis of paeonol esters was proposed as well.
作者
汪波
钟瑜红
罗年华
王勇
彭广萍
WANG Bo;ZHONG Yu-hong;LUO Nian-hua;WANG Yong;PENG Guang-ping(a.Educational Technology ＆ Expenimental Cente;b.School of Chemistry and Environmental Science,1.Shangrao Normal University,Shangrao 334001,Chin)
出处
《合成化学》
CAS
CSCD
北大核心
2018年第6期404-409,共6页
Chinese Journal of Synthetic Chemistry
基金
江西省自然科学基金资助项目(20161BAB213059)
江西省教育厅科技计划项目(GJJ151052)
上饶师范学院大学生创新创业训练计划项目(2017-CX-17)
