A Solvent Free/Effective Base Unsaturated Esters Synthesis Using Novel Amine Functionalized Ionic Liquid

Velumani Bharathi Priya, S. Uthayanila, Gopalsamy Selvaraj Ganesh, P. Karthikeyan
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Abstract

1-(2-aminoethyl)-3-methylimidazolium bromide [Aemim]Br ionic liquid were act as a catalyst as well as solvent in the Knoevenagel condensation reaction. The extent of products formed with high yield and more flattering for the synthesis of aliphatic and aromatic esters. The [Aemim]Br can be recycled for 6 runs without great loss of activity. The Knoevenagel condensation was one of the fundamental reactions in organic chemistry both at the laboratory and industrial. An effective method for the condensation of variety of aliphatic and aromatic carbonyl compounds with ethyl acetoacetate and subsequent hydrolysis, to corresponding α, β -unsaturated esters in [Aemim]Br was achieved. The weighed quantity of [Aemim]Br, an aldehyde and ethyl acetoacetate were carried out at 25OC. The reaction commenced instantaneously making the reaction mixture highly viscous. The product was extracted with ether. The combined organic extracts were dried using anhydrous sodium sulphate, evaporated under reduced pressure and assayed on GC. We could achieve to get Knoevenagel condensation with good yield. An effectual procedure for Knoevenagel condensation of a variety of aliphatic and aromatic aldehydes with active ethyl acetoacetate arise smoothly in the presence of [Aemim]Br without any additional solvents. This is the best method that proved an effective green industrial process.
新型胺功能化离子液体合成无溶剂/有效碱不饱和酯
研究了1-(2-氨基乙基)-3-甲基咪唑溴离子液体在Knoevenagel缩合反应中作为催化剂和溶剂。产物的形成程度高,产率高,更有利于脂肪脂和芳香族酯的合成。[Aemim]Br可以循环使用6次而不会有很大的活性损失。Knoevenagel缩合反应是实验室和工业中有机化学的基本反应之一。在[Aemim]Br中实现了多种脂肪族和芳香羰基化合物与乙酰乙酸乙酯缩合并水解成相应的α, β -不饱和酯的有效方法。在25℃下对[Aemim]Br、乙醛和乙酰乙酸乙酯进行称重。反应立即开始,使反应混合物高度粘稠。用乙醚提取产物。组合有机提取物用无水硫酸钠干燥,减压蒸发,气相色谱测定。得到了产率较高的Knoevenagel缩合反应。多种脂肪和芳香醛与活性乙酰乙酸乙酯的Knoevenagel缩合反应在[Aemim]Br的存在下顺利进行,无需任何额外的溶剂。这是被证明有效的绿色工业过程的最佳方法。
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