Mohammad Fatemeh, Azizi Najmedin, Mirjafari Zohreh, Mokhtari Javad
Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran.
Chemistry and Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran.
Sci Rep. 2025 Jul 2;15(1):23482. doi: 10.1038/s41598-025-07279-w.
A novel acidic deep eutectic solvent (ADES) has been developed as an efficient and sustainable alternative to traditional solvents and catalysts in organic synthesis. The ADES was synthesized through a simple one-pot procedure involving benzyl chloride, 2-(dimethylamino)ethanol, and p-toluenesulfonic acid, yielding a homogeneous liquid. Structural and compositional characterization was performed using FTIR and NMR spectroscopy. The catalytic performance of the synthesized ADES was evaluated in the Pechmann condensation for the synthesis of coumarins. The reaction proceeded under mild conditions using commercially available starting materials, with reaction times ranging from 5 to 200 min and isolated yields between 72% and 97%. The process is operationally simple and readily scalable, indicating its suitability for industrial implementation. Importantly, the ADES demonstrated excellent recyclability, maintaining catalytic activity over five consecutive cycles without significant loss of efficiency which makes it an environmentally friendly and economically viable option for large-scale synthesis.
一种新型酸性深共熔溶剂(ADES)已被开发出来,作为有机合成中传统溶剂和催化剂的高效且可持续的替代品。该ADES通过一种简单的一锅法合成,涉及苄基氯、2-(二甲基氨基)乙醇和对甲苯磺酸,得到一种均匀的液体。使用傅里叶变换红外光谱(FTIR)和核磁共振光谱(NMR)进行结构和组成表征。在合成香豆素的Pechmann缩合反应中评估了合成的ADES的催化性能。该反应在温和条件下使用市售原料进行,反应时间为5至200分钟,分离产率在72%至97%之间。该过程操作简单且易于扩大规模,表明其适用于工业应用。重要的是,ADES表现出优异的可回收性,在连续五个循环中保持催化活性,效率无显著损失,这使其成为大规模合成的环境友好且经济可行的选择。