Method for producing a 1-(3-cyclopentenyloxy-...

C - Chemistry – Metallurgy – 07 – C

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C07C 255/46 (2006.01) C07C 41/22 (2006.01) C07C 41/26 (2006.01) C07C 45/71 (2006.01) C07C 253/14 (2006.01) C07C 253/30 (2006.01) C07C 255/41 (2006.01)

Patent

CA 2302047

Disclosed is a novel method for producing 1-(3-cyclopentenyloxy- 4- alkoxyphenyl)-4- oxocyclohexanecarbonitrile of general formula (I). A 4-cyano- 4- (3-cyclopentenyloxy- 4-methoxyphenyl)- heptanediaciddialkyl ester of general formula (II) is cyclized in the presence of a base to form a 5-cyano-5- (3-cyclopentyloxy-4- alkoxyphenyl)-2- oxocyclohexane carbonic acid ester of general formula (III), then the compound of general formula (III) is neutralized with an alkali metal hydrogen carbonate and finally decarboxylated in the presence of an alkali metal carbonate to form an end product according to formula (I).

L'invention concerne un nouveau procédé de production de 1-(3-cyclopentyloxy- 4-alcoxyphényl)- 4-oxocyclohéxanecarbonitrile de formule générale (I). A cet effet, un dialkylester de diacide de 4-cyano-4- (3-cyclopentyloxy- 4-méthoxyphényl)- heptane de formule générale (II) est cyclisé en présence d'une base pour former un alkylester d'acide carboxylique de 5-cyano-5- (3-cyclopentyloxy-4- alcoxyphényl)-2- oxocyclohéxane de formule générale (III), puis le composé de formule générale (III) est neutralisé avec un carbonate d'hydrogène de métal alcalin avant d'être décarboxylé en présence d'un carbonate de métal alcalin pour former le produit final correspondant à la formule (I).

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