Manufacture of carotenoids

C - Chemistry – Metallurgy – 07 – C

Patent

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C07C 403/24 (2006.01) C07C 1/34 (2006.01) C07C 11/21 (2006.01) C07C 45/51 (2006.01) C07C 67/343 (2006.01) C07C 69/602 (2006.01) C07C 403/00 (2006.01)

Patent

CA 2248450

A widely applicable process for the manufacture of carotenoids by a Wittig reaction comprises carrying out the Wittig reaction in a polar reaction medium in a manner such that neither all reactants nor the thus-manufactured carotenoid are significantly dissolved in the reaction medium. An especially suitable reaction medium is a polar, toxicologically harmless solvent (mixture) which remains monophasic on the addition of water in an amount up to about 30 vol.% and which permits the triarylphosphine oxide which is formed to dissolve well. Lower alcohols and acetone, as sole solvents or as mixtures with one another and/or with water, are especially suitable. This process permits the use of much more concentrated reaction mixtures, simplifies the regeneration of the solvent and generally the reaction procedure and avoids toxicologically objectionable solvents such as halogenated hydrocarbons.

Procédé largement applicable pour la production de caroténoïdes à l'aide de la réaction de Wittig, consistant à mettre en oeuvre la réaction de Wittig dans un milieu de réaction polaire, de telle façon que ni les réactifs, ni le caroténoïde ainsi produit ne soient dissous de façon significative dans le milieu de réaction. Un milieu de réaction particulièrement approprié est un solvant (mélange) polaire, inoffensif du point de vue toxicologique, qui reste monophasique après addition d'eau (jusqu'à 30 % en volume), et qui permet de bien dissoudre l'oxyde de triarylphosphine formé. Des alcools inférieurs et de l'acétone, seuls ou en mélange l'un avec l'autre et (ou) avec de l'eau, sont particulièrement indiqués comme solvants. Ce procédé permet l'emploi de mélanges réactionnels beaucoup plus concentrés, simplifie la régénération du solvant et, de façon générale, la procédure de réaction, et enfin permet d'éviter les solvants hasardeux du point de vue toxicologique, comme les hydrocarbures halogénés.

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