SÍNTESE MECANOQUÍMICA DE ARILIDENOS, CUMARINAS E 4-CLOROACETANILIDA
SÍNTESE MECANOQUÍMICA DE ARILIDENOS, CUMARINAS E 4-CLOROACETANILIDA
The Mechanochemistry is based on the use of mechanical energy to promote breakage and bond formation due to high pressure and temperature increase by friction, usually in the absence of solvent, being used in carbon-carbon, carbon-heteroatom, oxidation, reduction, condensation, coupling and organometallic synthesis. Using dedicated laboratory equipment, its application on sophisticated synthetic routes became more reliable due to the control of the energy transferred to the reagents and, thus, greater reproducibility, thus arousing the interest of organic-synthetic scientists. In this work a bibliographic review was made on the use of mechanochemistry in Organic Synthesis, and a study of some reactions between Meldrum's acid and aldehydes with donor substituents and electron withdrawals. Some reactions lead to the formation of arylidenes while others lead to the formation of coumarin acids, due to the presence of a hydroxyl in the 2 position of benzaldehyde, both of which are reactions of Knoevenagel where the compound with active hydrogen (carbanion) is Meldrum’s acid. In the development of the methodology to obtain coumarinic acids an experimental design of central compound and multi-response analysis was performed to optimize the reaction conditions. In addition, we developed the first mechanochemical synthesis of 4-chloroacetanilide as an effective alternative to the experimental class of Green Organic Chemistry.