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Novel DBU-based hydroxyl ionic liquid for efficient Knoevenagel reaction in water
Green Chemistry Letters and Reviews ( IF 6.6 ) Pub Date : 2019-07-11 , DOI: 10.1080/17518253.2019.1637946
Sanhu Zhao 1, 2 , Dan Meng 2 , Lingling Wei 1 , Yongsheng Qiao 1 , Fugui Xi 1
Affiliation  

Novel ionic liquid N-(2-hydroxy-ethyl)-DBU bromide ([HyEtDBU]Br), based on 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) and 2-bromoethanol, was introduced as catalyst for Knoevenagel condensation. Comparing with other non-hydroxyl ionic liquids, [HyEtDBU]Br showed a better catalytic activity, the hydroxyl group linked on the ionic liquid played an important role in facilitating the Knoevenagel condensation reaction. In the presence of [HyEtDBU]Br-H2O-DABCO composite system, the corresponding Knoevenagel adducts were obtained in good to excellent yields within short times in all cases examined, the procedure is simple and the desired products could be easily separated and purified without any requirement of column chromatographic purification. The use of water as the reaction medium makes the process environmentally benign. The composite system [HyEtDBU]Br-H2O can be recycled eight times without activity loss.



中文翻译:

新型基于DBU的羟基离子液体,可在水中高效地进行Knoevenagel反应

介绍了基于1,8-二氮杂双环(5.4.0)十一碳-7-烯(DBU)和2-溴乙醇的新型离子液体N-(2-羟基-乙基)-DBU溴化物([HyEtDBU] Br)。 Knoevenagel缩合催化剂。与其他非羟基离子液体相比,[HyEtDBU] Br具有更好的催化活性,连接在离子液体上的羟基在促进Knoevenagel缩合反应中起重要作用。在[HyEtDBU] Br-H 2存在下在所有检查的情况下,都可以在短时间内以O-DABCO复合系统的良好收率获得良好的Knoevenagel加合物,该过程简单,所需的产物可以轻松地分离和纯化,而无需进行柱色谱纯化。使用水作为反应介质使该方法对环境无害。复合系统[HyEtDBU] Br-H 2 O可以循环使用八次而不会损失活性。

更新日期:2019-07-11
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