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Synthesis of 4-Hydroxy-4-(4-nitrophenyl)butan-2-one using p-Nitro Benzaldehyde and Acetone in Aqueous Micellar Media using L-Proline
Tenside Surfactants Detergents ( IF 1.2 ) Pub Date : 2018-07-16 , DOI: 10.3139/113.110566
Swagata Mandal 1 , Sangita Mandal 1 , Satyajit Biswas 1, 2 , Bidyut Saha 1
Affiliation  

Abstract When the asymmetric aldol reactions are catalyzed by amino acids in water, a certain amount of organic solvents such as ethanol, tetrahydrofuran still had to combine with water to dissolve the organic aldehydes and promote the reaction. But to protect the environment our aim is to completely eliminate the use of organic solvent, therefore we have started to investigate a new system for amino acids catalyzed aldol reaction in water without using any organic solvents. Mainly we use organic solvent to form a homogeneous phase for all reactants which is not possible if the solvent is water, as it makes most organic substances spasingly soluble in water. This drawback could be overcome if we use surfactants, which solubilise organic compounds in water. Thereafter, we planned to use cetyl trimethyl ammonium bromide (CTAB) as surfactant to solubilise the substrate p-nitrobenzaldehyde (PNB) and to perform in this aqueous micellar solution a L-proline catalyzed aldol reaction. A quite different mechanism has been proposed in water.

中文翻译:

使用 L-脯氨酸在水性胶束介质中使用对硝基苯甲醛和丙酮合成 4-Hydroxy-4-(4-nitrophenyl)butan-2-one

摘要 在水中的氨基酸催化不对称醛醇反应时,仍需一定量的乙醇、四氢呋喃等有机溶剂与水结合以溶解有机醛,促进反应。但是为了保护环境,我们的目标是完全消除有机溶剂的使用,因此我们开始研究一种不使用任何有机溶剂的氨基酸催化水中羟醛反应的新系统。我们主要使用有机溶剂为所有反应物形成均相,如果溶剂是水,这是不可能的,因为它使大多数有机物质难溶于水。如果我们使用表面活性剂,可以将有机化合物溶解在水中,则可以克服这个缺点。此后,我们计划使用十六烷基三甲基溴化铵 (CTAB) 作为表面活性剂来溶解底物对硝基苯甲醛 (PNB) 并在该胶束水溶液中进行 L-脯氨酸催化的羟醛反应。在水中提出了一种完全不同的机制。
更新日期:2018-07-16
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