Process for preparing 4-chloro-3-hydroxybutanoic acid ester

C - Chemistry – Metallurgy – 07 – C

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C07C 253/04 (2006.01) C07C 67/22 (2006.01)

Patent

CA 2522224

The present invention relates to a process for preparing 4-chloro-3- hydroxybutanoic acid ester, an intermediate for preparing atorvastatin, in high purity and yield, by comprising the steps of 1) reacting epichlorohydrin of formula (2) with cyanide of formula (3) under the condition of pH ranging from 7 to 8, to form the 4-chloro-3-hydroxybutyronitrile of formula (4) and 2a) dissolving the 4-chloro-3-hydroxybutyronitrile of formula (4) in an alcoholic solvent and reacting it with hydrogen chloride, or 2b) reacting the 4-chloro-3-hydroxybutyronitrile of formula (4) in an alcoholic solvent saturated with hydrogen chloride, to form the 4-chloro-3-hydroxybutyronitrile acid ester of formula (I).

L'invention concerne un procédé à haut rendement permettant de préparer, à un degré de pureté élevé, un ester de l'acide 4-chloro-3-hydroxybutanoïque, un produit intermédiaire servant à préparer de l'atorvastatine. Ce procédé comprend les étapes consistant : 1) à faire réagir de l'épichlorohydrine de formule (2) avec du cyanure de formule (3) à un pH compris entre 7 et 8, pour former le composé 4-chloro-3-hydroxybutyronitrile de formule (4), et ; 2a) à dissoudre ledit composé 4-chloro-3-hydroxybutyronitrile de formule (4) dans un solvant alcoolique et à le faire réagir avec du chlorure d'hydrogène, ou ; 2b) à faire réagir ledit composé 4-chloro-3-hydroxybutyronitrile de formule (4) dans un solvant alcoolique saturé avec du chlorure d'hydrogène, pour produire l'ester de l'acide 4-chloro-3-hydroxybutanoïque de formule (I).

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