PROCEDIMIENTO DE PREPARACION DE LA ENOL-LACTONA DEL ACIDO 2-OXOCICLOHEXILIDEN-ACETICO Y APLICACION A LA PREPARACION DE 2-CUMARANONA

• Main Authors: PERRARD, ALAIN, CARMONA, LAURENT, VALLEJOS, JEAN-CLAUDE, CARMONA, NATHALIE
• Format: Patent
• Language: Spanish
• Published: 01.09.2001
• Edition: 7
• Subjects: APPARATUS THEREFOR; CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY; CHEMISTRY; GENERAL METHODS OF ORGANIC CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY; PERFORMING OPERATIONS; PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL; THEIR RELEVANT APPARATUS; TRANSPORTING

PROCEDIMIENTO DE PREPARACION DE LA ENOL DO 2 OXOCICLOHEXILIDENOACETICO EN EL QUE I) SE HACE REACCIONAR ACIDO GLIOXILICO SOBRE CICLOHEXANONA EN PRESENCIA DE UN ACIDO HALOGENADO PARA OBTENER UN PRODUCTO BRUTO DE REACCION B1; Y A CONTINUACION II) SE HACE REACCIONAR ESTE BRUTO DE REACCION B1 DESPUES DE LA SOLUBILIZACION EN UN DISOLVENTE ORGANICO EN PRESENCIA DE UN ACIDO FUERTE SOLUBLE EN DICHO DISOLVENTE ORGANICO O DE RESINAS FUERTEMENTE ACIDAS PARA OBTENER LA ENOL DE EA, Y APLICACION EN LA PREPARACION DE LA 2 - CUMARANONA. Preparation of 2-oxo cyclohexylidene acetic acid enol-lactone (I) comprises: (i) reacting glyoxylic acid with cyclohexanone in the presence of a halogenated acid to give a crude reaction product; and (ii) dissolving the above product in an organic solvent in the presence of a strong soluble acid or a strongly acidic resin. In (i), the acid is preferably HCl added in a 1-100% molar amount w.r.t. glyoxylic acid and the reagents are heated above 50 degrees C. The resulting crude product is dissolved in a solvent containing a benzene ring and treated with methane sulphonic acid or p-toluene sulphonic acid or with a strongly acidic sulphonic Amberlist (RTM) resin.