Solvent-free Biginelli reaction on silica-supported TLC plates

CHED 260

Van Nguyen, jupiterst@hotmail.com, Department of Chemistry, California State University, Fullerton, P.O BOX 6866, Fullerton, CA 92834 and Jonathan Stoddard, jstoddard@exchange.fullerton.edu, Department of Chemistry and Biochemistry, California State University, Fullerton, 800 N. State College Blvd., Fullerton, CA 92831.
Green Chemistry is an environmentally friendly chemistry in which chemical reactions and processes are designed to diminish the use and generation of hazardous substances. The best way to reduce large amounts of waste generated through organic synthesis is by using completely solvent-free conditions. Solvent-free organic synthesis has been developed for many types of reactions, such as the Biginelli reaction. The Biginelli reaction is used to synthesize dihydropyrimidinone involving a one-pot condensation between urea, ethyl acetoacetate and benzaldehyde. Our approach is to determine the conditions under which the Biginelli reaction can occur on silica supported thin-layer-chromatography plates (TLC plates). The best conditions for the reaction to occur on the TLC plates are 100°C and 10 minutes using FeCl3•6H2O as a catalyst. Once the best conditions are identified, the reaction is then carried out on a preparatory TLC plate to isolate enough compounds to analyze with spectroscopy (NMR, IR or mass spectrometry).