碳酸钾催化无溶剂合成3-取代香豆素衍生物  

Synthesis of 3-Substituted Coumarin Derivatives Catalyzed by K_2CO_3 Under Solvent-Free Conditions

作　　者：曾育才[1] 刘小玲[1] 邱晓艳[1] 梁奇峰[1] 李岚[1] 

机构地区：[1]嘉应学院化学与环境学院,广东梅州514015

出　　处：《精细化工》2014年第7期923-926,930,共5页Fine Chemicals

基　　金：梅州市科技局与嘉应学院自然科研基金项目(2012KJZ03)~~

摘　　要：利用K2CO3作催化剂催化水杨醛类化合物与丙二酸二乙酯或乙酰乙酸乙酯（或甲酯），通过Knoevenagel缩合反应快速简便地合成了10种3-取代香豆素衍生物。探讨了三因素对合成香豆素-3-甲酸乙酯产率的影响，结果表明，水杨醛物质的量为20mmol，水杨醛与丙二酸二酯摩尔比为1：1.2，K2CO3用量为0.1mmol，反应15min～18min，产率可达88.1%；当用乙酰乙酸乙酯（或甲酯）代替丙二酸二乙酯时，得到3-乙酰基香豆素，产率达84.7%（或82.9%）；当用固态取代水杨醛代替水杨醛分别与丙二酸二乙酯和乙酰乙酸乙酯（或甲酯）在摩尔比为1：2.0条件下反应时，得到8种3-取代香豆素衍生物，产率达62.5%-89.0%（或58.1%-83.0%）.K2CO3 was utilized as an friendly catalyst for the environmentally fast and simple synthesis of ten 3-substituted coumarin derivatives by the Knoevenagel condensation of salicylaldehyde and its derivatives with diethyl malonate, ethyl acetoaceate or methyl acetoaceate under solvent free conditions. Three effect on the yield of coumarin-3-ethyl formate was investigated. The results showed that coumarin-3-ethyl formate were obtained 88.1% yields within based on 20 mmol of salicylaldehyde, molar ratio of salicylaldehyde to diethyl malonate 1：1.2, dosage of K2CO3 0.1 mmol and time of reaction 15-18 min. When ethyl （or methyl） acetoaceate displaces diethyl malonate, 3-acetyl coumarin were synthesized with the yield 84.7%（or 82.9%）. When solid substituted salicylaldehyde displaces salicylaldehyde with diethyl malonate, ethyl （or methyl） acetoacetate at a mole ratio of 1：2.0, eight 3-substituted coumarin derivatives were synthesized with the yield from 62.5%-89.0%（or 58.1%-83.0%）.

关 键 词：KNOEVENAGEL缩合反应 3-取代香豆素 水杨醛及其衍生物 活性亚甲基化合物 碳酸钾 无溶剂合成 精细化工中间体 

分 类 号：TQ426.94[化学工程] TQ655