白杨素合成工艺优化  

Optimization of Chrysin Synthesis Process

作　　者：张成华[1] 吕宁 盖凯旋 张津玮 张晨 曹江营 ZHANG Cheng-hua;LYU Ning;GAI Kai-xuan;ZHANG Jin-wei;ZHANG Chen;CAO Jiang-ying(School of Pharmacology,Shandong University of Traditional Chinese Medicine,Jinan Shandong 250355,China;Department of Pharmacy,Affiliated Hospital of Shandong University of Traditional Chinese Medicine,Jinan Shandong 250011,China)

机构地区：[1]山东中医药大学药学院,山东济南250355 [2]山东中医药大学附属医院药学部,山东济南250011

出　　处：《当代化工》2022年第10期2316-2321,共6页Contemporary Chemical Industry

基　　金：山东省医药卫生科技发展计划项目(项目编号:202013051070);药学院青年教师科研强基计划(项目编号:2021-0013)。

摘　　要：在对白杨素合成工艺总结的基础上,选择β-二酮法合成白杨素,并对该合成工艺进行改进,使反应条件更加温和,适合工业化生产。以2,4,6-三羟基苯乙酮和苯甲酸为原料,在三氯氧磷存在下酯化,然后以叔丁醇钾为碱,室温下催化发生Baker-Venkataraman重排反应,生成β-二酮,最后在冰醋酸-浓硫酸体系中环合生成白杨素。该工艺反应条件温和,总收率为35.8%。所得产物经过^(1)H-NMR、^(13)C-NMR和MS确证结构。On the basis of summarizing the synthesis process of chrysin,β-diketone method was selected for the synthesis of chrysin and the process was further optimized.The optimized synthesis process of chrysin was more moderate and more suitable for industrial production.Using 2,4,6-trihydroxyacetophenone and benzoic acid as raw materials,esterification was conducted in the presence of phosphorus oxychloride,and potassium tert-butoxide as base was used to catalyze the Baker-Venkataraman rearrangement reaction at room temperature to generateβ-diketone.Finally,chrysin was generated by the cyclization in glacial acetic acid-concentrated sulfuric acid.The process was mild and the total yield was 35.8%.The synthesized chrysin was confirmed by ^(1)H-NMR,^(13)C-NMR and MS.

关 键 词：白杨素 黄酮 合成 优化 Β-二酮 

分 类 号：TQ463[化学工程—制药化工]