摘要:Mannich碱以及其衍生物具有广泛的生物活性,因此它的应用已经深入到了人类生活和生产的各个领域。各种Mannich碱衍生物的合成一直都是国内外研究的热点课题。离子液体催化剂由于其稳定、绿色环保、可回收性高等优点在Mannich反应中一直备受关注。本研究用离子液体甲基丁基咪唑三氯一溴化铁负离子为催化剂,以苯甲醛、苯乙酮、苯胺为模型反应,探索溶剂、反应温度、反应时间、催化剂用量对产物收率的影响,得出了Mannich反应的较佳反应条件为:在无溶剂条件下;反应温度25 ℃;反应时间8.0 h;催化剂用量为反应原料摩尔量的20%,在此条件下 Mannich反应收率可达70%以上。从而进一步改变醛的种类,探索不同底物对Mannich反应的影响,并对反应产物1-苯基-3-对甲氧基苯基-3-苯胺-1-丙酮进行了IR和1H-NMR分析。31965
毕业论文关键词: 苯甲醛;苯乙酮;苯胺;离子液体;Mannich
Green synthesis of the Mannich reaction
Abstract: Mannich bases and its derivatives have a wide range of biological active, it has deep application of information production fields in the human life, and ionic liquids as the most popular with the green catalyst also has attracted much attention in the application of Mannich reaction,all sorts of Mannich bases derivatives synthesis has been a research hot topic both here and abroad. This study use methyl butyl imidazole cross-linked with a iron bromide ionic liquid as catalyst anion, benzaldehyde; acetophenone; aniline as model reaction, emphatically explores the solvent, reaction temperature, reaction time, catalyst dosage, the yield of the product, the influence of Mannich reaction. Thus the synthetic process conditions were determined as follows: under solvent-free conditions; Reaction temperature 25 ℃; Reaction time is 8.0 hours; 20% of the catalyst for the reaction raw material mole. On this condition, the yield of compound of more than 70%. Further change the kinds of aldehyde, to explore the influence of different substrates on the Mannich reaction, and the reaction product 1-phenyl-3-(methoxy pheny)-3-aniline-1-acetone are analyzed in the IR and 1H-NMR.
Key words: Benzaldehyde; Acetophenone; Aniline; Ionic liquids; Mannich
目录
1 绪论 1
1.1绿色合成的途径 1
1.2离子液体简介 2
1.3 Mannich反应简介 3
1.4开题目的和意义 4
1.5国内外研究综述 4
1.5.1酸催化三组分Mannich反应 4
1.5.2 Bronsted酸离子液体催化三组分Mannich反应 5
1.5.3碱性功能化离子液体催化三组分Mannich反应 5
1.5.4稀土氨基化合物体催化三组分Mannich反应 6
1.5.5酶催化三组分Mannich反应 6
1.5.6其他物质催化三组分Mannich反应 6
1.6本课题主要研究内容及难点 7
2试剂与仪器 9
2.1 主要实验仪器 9
2.2 试剂与原料 9
2.3 实验步骤 10
2.3.1甲基丁基咪唑三氯一溴化铁负离子离子液体的制备 10
2.3.2 以甲基丁基咪唑三氯一溴化铁负离子作催化剂的三组分Mannich反应的机理研究 11
2.3.3 Mannich反应的实验操作 12
3 实验结果与讨论 15
3.1催化剂离子液体对反应的影响 15
3.2后处理对反应产物纯度的影响 16
3.3 Mannich反应的较佳实验条件探索 16
3.3.1催化剂用量对反应的影响 16
3.3.2反应溶剂对反应产率的影响 17
3.3.3反应时间对反应的影响 18 Mannich反应的绿色合成研究:http://www.751com.cn/huaxue/lunwen_28308.html