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Microwave-Assisted and Thermal Synthesis of Calix[4]arene Derivatives
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2020-09-10 , DOI: 10.1134/s1070428020070209
M. H. Al-Douh , Y. Ali , S. Abd Hamid

Abstract

Some tert-butylcalix[4]arene derivatives were synthesized by thermal and microwave methods. The microwave method was conducted in two ways: (1) all the reactants were added in one batch and (2) the reactants were added in two batches under different conditions. Tetrabutylammonium iodide (TBAI) was used in both methods, and its effect on the reaction rate was studied. In general, the duration of the microwave-assisted reactions in the presence of TBAI, especially in the two-batch method, was shorter, and the yields were higher, than in the thermal reaction. The highest yield of (S)-glycidyl calixarene derivative by the thermal method was obtained by using K2CO3 as a base with MeCN as a solvent in the presence of TBAI, while the lowest yield of the same compound was observed when using acetone in the absence of TBAI. All the synthesized calix[4]arene derivatives were characterized by 1H and 13C NMR experiments.



中文翻译:

微波辅助的杯[4]芳烃衍生物的热合成

摘要

通过热和微波方法合成了一些丁基杯[4]芳烃衍生物。微波法以两种方式进行:(1)将所有反应物分批加入;(2)在不同条件下分两批加入反应物。两种方法均使用四丁基碘化铵(TBAI),并研究了其对反应速率的影响。通常,与热反应相比,在TBAI存在下,微波辅助反应的持续时间更短,尤其是在两批方法中,产率更高。通过使用K 2 CO 3,通过热法获得最高产率的(S)-缩水甘油基杯芳烃衍生物在TBAI存在下,用MeCN作为溶剂,用MeCN作为碱,而在不存在TBAI的情况下使用丙酮时,观察到相同化合物的最低收率。所有合成的杯[4]芳烃衍生物均通过1 H和13 C NMR实验表征。

更新日期:2020-09-11
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