药物中间体苯并呋喃酮与乙醛分子间羟醛缩合反应的研究  

Study on the intermolecular aldol reaction of pharmaceutical intermediate benzofuranone and aldehyde

作　　者：胡书瑜 户晓兢 孙倩倩 朱润青 赵芳菲 房立真[1] HU Shuyu;HU Xiaojing;SUN Qianqian;ZHU Runqing;ZHAO Fangfei;FANG Lizhen(School of Pharmacy,Xinxiang Medical University,Xinxiang 453003,Henan Province,China;Department of Pharmacy,The Third Affiliated Hospital of Xinxiang Medical University,Xinxiang 453003,Henan Province,China)

机构地区：[1]新乡医学院药学院,河南新乡453003 [2]新乡医学院第三附属医院药剂科,河南新乡453003

出　　处：《新乡医学院学报》2020年第2期116-119,共4页Journal of Xinxiang Medical University

基　　金：河南省高校科技创新人才支持计划项目(编号:17HASTIT043);新乡医学院心理与神经省级重点学科群开放课题(编号:2016PNKFKT-15)。

摘　　要：目的探索不同条件下苯并呋喃酮与乙醛羟醛缩合反应的主要产物。方法以不同位置带乙酰基的苯并呋喃酮为底物,使用常见的碱性盐作催化剂与乙醛发生分子间羟醛缩合反应,分别得到不同产率的单取代产物、二取代产物和脱水产物。结果制备出6种羟醛缩合反应产物,使用CH3COONa催化在常温下反应12 h,可得到最大收率的单取代产物;使用Na2CO3催化在常温下反应4 h,可得到最大收率的二取代产物;使用p-TsOH催化在常温下反应12 h,可得到最大收率的脱水产物。结论苯并呋喃酮与醛的羟醛缩合反应会产生单取代产物、二取代产物和脱水产物,分别使用不同的催化剂CH3COONa、Na2CO3和p-TsOH可形成相应的主要产物。Objective To explore the main products of the aldol reaction of benzofuranone and aldehyde under different conditions. Methods The benzofuranones bearing acetyl groups at different positions were used as substrate,and some common basic salts were used as catalyzator to carry out intermolecular aldol reaction with aldehyde to obtain the monosubstituted products,disubstituted products and the dehydration products with different yields. Results Six products of aldol reaction were prepared. The maximum yield of monosubstituted product can be obtained when the reaction was catalyzed with CH3COONa at room temperature for 12 hours. The maximum yield of disubstituted product can be obtained when the reaction was catalyzed with Na2CO3 at room temperature for 4 hours. The maximum yield of the dehydrated product can be obtained when the reaction was catalyzed with p-TsOH at room temperature for 12 hours. Conclusion The aldol reaction of benzofuranone with aldehyde can provided the monosubstituted product,disubstituted product and the dehydrated product,and each of them can be formed as the predominant product when using the catalyst of CH3COONa,Na2CO3 and p-TsOH,respectively.

关 键 词：羟醛缩合 苯并呋喃酮 单取代产物 二取代产物 脱水产物 

分 类 号：R914[医药卫生—药物化学]