Síntese e hidrólise de azalactonas de Erlenmeyer-Plöchl mediadas por radiação micro-ondas em aparelhos doméstico e dedicado: experimentos de química orgânica para a graduação

Química Nova

Silvio Cunha¹  Raimundo Francisco Dos Santos Filho¹  Valéria Belli Riatto¹  Glauber Antonio Albuquerque Dourado² 

[1] ,Universidade Federal da Bahia Instituto de Química Salvador BA

关键词: hypuric acid;    undergraduate organic chemistry experiment;    green chemistry;   

DOI  :  10.1590/S0100-40422013000100032

来源: SciELO

【 摘 要 】

This work describes a green chemistry experiment for the synthesis of Erlenmeyer-Plöchl azalactones mediated by microwave irradiation, employing both dedicated and domestic equipment. Hippuric acid was reacted with equimolar amounts of benzaldehyde, p-chloro-benzaldehyde or p-N,N-dimethyl-benzaldehyde in acetic anhydride as the solvent. Acid hydrolysis of obtained 4-benzylidene-2-phenyloxazol-5(4H)-one under microwave and convectional heating afforded Z-α-(benzoylamino)cinnamic acid at a 51-61.5% yield. The UV-Vis molecular spectra of 4-benzylidene-2-phenyloxazol-5(4H)-one and 4-(4'-N,N-dimethylbenzylidene)-2-phenyloxazol-5(4H)-one were obtained in ethanol, CH2Cl2 and DMSO and bathochromic shift was observed for the latter azalactone.

【 授权许可】

CC BY-NC   
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