Synthesis of 2-methoxy-5-methyl-6-oxo-1,4,5,6-tetrahydropyridin-3-carbonitrile. A sequential application of experimental designs

Xavier Tomàs, José I. Borrell, Jordi Teixidó, Josep L. Matallana, Laura Fernàndez-Ruano, Marta Costa

Producción científica: Artículo en revista indizadaArtículorevisión exhaustiva

Resumen

An application of 24-1 fractorial factorial design for optimizing the yield of the synthesis of 2-methoxy-5-methyl-6-oxo-1,4,5,6-tetrahydropyridin-3-carbonitrile (4a) obtained from methyl methacrylate (3a) and malonodinitrile is described. A set of 16 statistically designed experiments analyzing the influence of five factors (order of addition of the reagents, amount and way of preparation of the sodium methoxide. reaction lime and influence of light) and its interactions upon yield was performed. The amount and nature of the sodium methoxide combined with the reaction time were found to have a significant influence upon the response. Thus, the yield was 54% when the reaction was carried out by adding the methyl methacrylate first, with a 1.5:1 molar ratio of sodium methoxide: 3a (the NaOMe being generated in situ), a reaction time of 30 min and unprotected against light.

Idioma originalInglés
Páginas (desde-hasta)186-189
Número de páginas4
PublicaciónAnales de Quimica
Volumen93
N.º3
EstadoPublicada - 1997

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