Novel process for the preparation of...

C - Chemistry – Metallurgy – 07 – C

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C07C 215/28 (2006.01) C07C 51/353 (2006.01) C07C 57/58 (2006.01) C07C 213/00 (2006.01) C07C 227/08 (2006.01) C07C 229/34 (2006.01) C07C 229/36 (2006.01)

Patent

CA 2277874

Process for the preparation of cericlamine which consists: i) in arylating methacrylic acid with the diazonium chloride of 3,4-dichloroaniline, to obtain (+/-)2-chloro-3-(3,4-dichlorophenyl)-2-methylpropionic acid, ii) in aminating the acid with dimethylamine, to obtain (+/-)3-(3,4-dichlorophenyl)-2- dimethylamino-2-methylpropionic acid, or an alkaline metal salt thereof, iii) in esterifying the amino-acid or its salt, then, iv) in reducing the ester by a metal or organometal hydride to obtain (+/-)3-(3,4-dichlorophenyl)-2- dimethylamino-2-methyl-propan-1-ol.

L'invention porte sur un procédé de préparation de la cériclamine comportant les étapes suivantes: (i) arylisation de l'acide méthacrylique du chlorure de diazonium de 3,4-dichloroaniline pour obtenir de l'acide (+/-)2-chloro-3-(3,4-dichlorophényl)-2-méthylpropionique; (ii) aminisation de l'acide par une diméthylamine pour obtenir de l'acide (+/-)-3-(3,4-dichlorophényl)-2-diméthylamino-2-méthylpropionique ou l'un de ses sels d'un métal alcalin; (iii) estérification de l'acide aminé ou de ses sels; (iv) réduction de l'ester par un hydrure métallique ou organométallique pour obtenir du (+/-)-3-(3,4-dichlorophényl)-2-diméthylamino-2-méthylpropane-1-ol.

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