H. Dianhar, A.W. Winata, S. Handayani, P. Sugita, D.U.C. Rahayu
Coumarin derivatives from natural and synthetic sources are an important class of heterocyclic compounds that displayed a broad spectrum of pharmacological properties. Among all coumarin derivatives, 4-methyl coumarin has been essentially used as a building block to afford various chemical structures. In this study, the effect of various phenolics and catalytic activity of p-TsOH for synthesizing 4-methyl coumarin derivatives has been investigated under conventional heating and microwave conditions. The highest yield of 4-methyl coumarin derivatives synthesis was achieved using resorcinol (60.10 + 2.9% yield) in the optimum reaction condition of starting materials molar ratio (1:1, resorcinol/ethyl acetoacetate, mol/mol) and 10 mol% of p-TsOH using 800W microwave irradiation at 80o C for 180s under solvent-free condition. Microwave-assisted condition revealed a useful and simple method to synthesize coumarin derivatives through Pechmann condensation under neat and mild conditions with moderate to high yield, short reaction time, and easier product work-up using organic Brønsted acid catalyst. © RASĀYAN. All rights reserved.
Faculty of Mathematics and Natural Sciences (FMIPA), Universitas Negeri Jakarta, Jakarta, 13220, Indonesia; Department of Chemistry, Faculty of Mathematics and Natural Sciences (FMIPA), Universitas Indonesia, Depok, 16424, Indonesia; Department of Chemistry, Faculty of Mathematics and Natural Sciences (FMIPA), IPB University, Bogor, 16680, Indonesia
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