摘要:苯并吡喃类的化合物是一类受到广大青睐的的生物活性中间体,是许多天然和人工化合分子化学结构的一个主要骨架。近年来,有许多科学家开始研究这些拥有苯并吡喃环构型的杂环类化合物,现有的实验已表明,这类化合物是新药设计和研究的一个新型热门之一。48965
本论文研究的是,在催化剂的作用下,通过H2还原苯并吡喃-3-甲酸产物中的碳碳双键,通过选择不同的催化剂,溶剂和反应容器,改变催化剂用量来观察这些因素对苯并吡喃氢化还原的影响,选取最优实验条件。通过在不同的反应条件下反应,我们发现在5%pd/c催化下,以甲醇作为溶剂,将反应物苯并吡喃-3-甲酸置于高压反应釜中,通入足量H2进行反应,反产率最高。通过核磁氢谱检验,推测制得了该产物,并且通过对反应条件进行筛选,找到了最优的实验条件。并且在此基础上,完成了化合物SR4148的合成。
毕业论文关键词:苯并吡喃;钯碳;氢化;氢气;
The hydrogenation research of benzopyran analogues
Abstract:Benzopyran compounds and their derivatives are kind of important biological active intermediates, It is an important molecule skeleton of lots of natural and synthetic molecules.In recent years, heterocyclic compounds which have the structure of benzopyran have become one of the hot field of new drug research and development.
The research of this paper is that, under the action of catalyst, through the H2 reduction the carbon carbon double bond of 3 - carboxyl benzopyran , and then select the different catalysts, reaction vessel, solvent to observe the influence of the reaction, selecting the optimal reaction conditions.In different reaction conditions, we found that under the 5% Pd/c catalyst, with methanol as solvent, and use 3 - carboxyl benzopyran as reactants,Add hydrogen gas in high-pressure reaction kettle reaction,then product can be obtained and the yield is the highest .Through hydrogen nuclear magnetic spectrum test, suggesting that the structure of the compound is obtained. and filtered through the reaction conditions, to find the optimal experimental conditions.On this basis,I have synthesized compound SR4148.
Keywords: benzopyran;Pd/C;hydrogenation;hydrogen gas;
目录
1绪论 1
1.1 苯并吡喃类化合物简介 1
1.2 苯并吡喃类的化合物的应用 1
1.2.1抗炎活性和提高免疫力 2
1.2.2抗氧化的活性 2
1.2.3抗肿瘤的作用 2
1.2.4其他活性 2
1.3 苯并吡喃类化合物的合成方法 3
1.3.1固碱环合法 3
1.3.2酸酐脱水法 3
1.3.3 ZnCl2催化除水法 3
2 苯并吡喃类似物的氢化反应研究 4
2.1不对称氢化反应的研究 4
2.1.1C=C双键的不对称氢化反应 4
2.1.2C=O双键的不对称氢化反应 4
2.1.3亚胺的不对称氢化反应 5
2.2 不同催化剂下的氢化反应 5
2.2.1铱络合物催化下的不对称氢化 6
2.2.2钯碳催化下的氢化 6
2.2.3钌催化下的氢化