Process for the preparation of 3-hydroxyalkanals

C - Chemistry – Metallurgy – 07 – C

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Details

C07C 47/263 (2006.01) C07C 29/141 (2006.01) C07C 31/20 (2006.01) C07C 45/64 (2006.01)

Patent

CA 2083863

This invention relates to a process for the preparation of 3-hydroxyalkanals having 3 to 12, in particular 3 or 4 carbon atoms, by hydration of the corresponding 2-alkenals with water in a homogeneous phase in the presence of an acid catalyst. The previously known hydration using mineral acids or carboxylic acids as catalyst results in low volume/time yields and/or low selectivities. These disadvantages can be avoided by using, as catalyst, a dissolved acid-base buffer which results in a pH of from 2 to 5 in the reaction mixture and the acid component and corresponding base of which are present in a total quantity of from 0.5 to 40% by weight in the reaction mixture. The preferred buffers composed of a low monobasic carboxylic acid and a tertiary amine can easily be recycled.

La présente invention concerne un procédé pour la préparation de 3-hydroxyalcanals de 3 à 12 atomes de carbone, en particulier 3 ou 4 atomes de carbone, par hydratation des 2-alcénals correspondants avec de l'eau dans une phase homogène en présence d'un catalyseur acide. Le procédé d'hydratation connu antérieurement faisant appel à des acides minéraux ou à des acides carboxyliques comme catalyseur se caractérise par des rendements volume-temps et/ou des sélectivités faibles. Ces inconvénients peuvent être évités par l'utilisation, comme catalyseur, d'un tampon acide-base dissous qui donne un pH de 2 à 5 dans le mélange réactionnel; le constituant acide et la base correspondante sont présents dans le mélange réactionnel dans une proportion totale de 0,5 à 40 % en poids. Les tampons de choix constitués d'un acide monocarboxylique et d'une amine tertiaire peuvent être recyclés facilement.

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