摘要有机小分子催化剂因具有高选择性和高效率等优点而成为研究热点之一。另一方面,水作为有机合成的绿色介质的发展已成为一个重要研究领域。水除了有经济和环境方面的好处,与传统的有机溶剂比较,它还可以表现出独特的反应性和选择性。
论文以丙烯酸乙酯和苯胺为反应物,以方酸作为催化剂进行芳氨化[1]。较佳的合成工艺为:原料丙烯酸乙酯2mmol;苯胺1mmol;方酸5mg;水2mL;室温下搅拌;反应时间为8h。通过薄层色谱和气质联用跟踪反应进度,获得检测产率为86.3%的芳氨化产物。反应产物通过乙酸乙酯萃取获取有机层,浓缩后用硅胶柱进行分离提纯,产物经高效气相色谱、气质联用色谱图和核磁图谱(1H-NMR)表征确认。21399
关键词 丙烯酸乙酯、苯胺、方酸、有机催化剂、水
毕业论文设计说明书(论文)外文摘要
Title The Synthesis of Aromatic Amine Acrylate Compounds
Abstract
As an efficient and quickly catalyst conjugate addition of aromatic amines to unsaturated carbonyl compounds in water, squaric acid shows its unique properties. It is simple, green, and environmentally .Especially, it leads to excellent yields . It has the following advantages : low sensitivity toward moisture and oxygen, high tolerance of different functional groups, green reaction media and efficient recyclability .It is wildly used both in laboratory and industrial scale synthesis of β-substituted carbonyls under very mild conditions.
To a solution of water, ethyl acrylate (200 mg, 2 mmol) and aniline (93 mg, 1 mmol) were added in the presence of squaric acid (5 mg) as catalyst. The mixture was stirred for 8 hours in 75℃, the resulting mixture was cooled to room temperature and extracted with ethyl acetate. The mixture was purified by column chromatography on silica gel (petroleum ether/ethylacetate 8/1) to afford 3-Phenylamino-propionic acid ethyl ester. The process of the reaction is traced by TLC and GC-MS, and the yield of this reaction is up to 86.3%. The product is comfirmed by GC, GC-MS and 1H-NMR.
Keywords Ethyl Acrylate ; Aniline ;Squaric Acid; Organocatalyst; Water
目 次
1. 绪论 1
1.1 丙烯酸酯类化合物芳氨化简介 1
1.2 丙烯酸酯类化合物芳氨化目前研究进展 1
1.3 实验影响的因素 4
1.4 实验机理 4
1.5 研究的目的和任务 5
2.实验相关操作原理 6
2.1分离提纯操作 6
2.2定量分析操作 6
2.3定性分析操作 7
3. 实验研究 8
3.1 实验设备仪器设备与材料 8
3.2 实验操作 9
3.3产物结构表征 10
4.工艺条件的研究 12
4.1反应时间的选择 12
4.2反应温度的选择 13
4.3催化剂的改变 13
4.4物料比的选择 15
4.5小结 16
结论 17
致谢 18
参考文献 19
附录1 21
附录2 22
1 绪论
1.1 丙烯酸酯类化合物芳氨化
在天然产物和生物活性化合物中,β-氨基羰基结构非常常见。β-氨基羰基化合物也表示为β-氨基酸衍生物,氨基醇,二胺,其中有许多作为重要的抗生素或其他药物的合成中通用的积木。经典的合成方法,以β-氨基羰基单元是曼尼希型反应。近年来,小有机分子,除了金属配合物和生物催化剂,可以成为高选择性和高效率的催化剂已经被确立。因此,有机催化在不对称合成,补充生物和金属催化[2]中变得越来越重要。 丙烯酸酯类化合物的芳氨化+文献综述+核磁共振谱图:http://www.youerw.com/huaxue/lunwen_13584.html