Acid mediated deacylation of 6-0-trichlorogalactosucrose to...

C - Chemistry – Metallurgy – 07 – H

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C07H 1/00 (2006.01) C07H 1/06 (2006.01) C07H 5/02 (2006.01) C07H 13/04 (2006.01)

Patent

CA 2626602

A process is described for acid mediated deacylation of acyl derivatives of chlorinated sucrose compounds comprising generating a predominantly organic phase condition in a process stream requiring deacylation treatment but allowing an optimum quantity of water content which is capable of participating in a hydrolysis reaction; this objective being achieved for the said process stream by following steps of (a) adding to it alcoholic solvent in an amount such that water content of final reaction mixture is between about 5% to 0.5%, (b) adding acid chloride to the same (c) adjusting the pH to 4 by adding acetate buffer in a methanolic solution and, (d) stirring the reaction until deacylation is complete. This process can be integrated in a process for production of a chlorinated compound, involving use of dimethylformamide during the process, to achieve deacylation without decomposition of dimethylformamide as well as the chlorinated sucrose product.

L'invention a pour objet un procédé pour la désacylation facilitée par un acide de dérivés acylés de composés chlorés du sucrose consistant à générer dans un flux de procédé nécessitant le traitement de désacylation un état de phase principalement organique mais permettant une quantité optimale de teneur en eau qui est capable de participer à une réaction d'hydrolyse. L'invention concerne par conséquent un procédé comprenant les étapes consistant à : (a) ajouter au dit flux de procédé un solvant alcoolique en quantité telle que la teneur en eau du mélange réactionnel final soit comprise entre environ 5 % et 0,5 %, (b) ajouter un chlorure d'acide à celui-ci, (c) ajuster le pH à 4 en ajoutant du tampon acétate dans une solution méthanolique et (d) agiter le mélange réactionnel jusqu'à ce que la désacylation soit terminée. Ce procédé peut être intégré dans un procédé pour la production d'un composé chloré, comprenant l'utilisation de diméthylformamide au cours du procédé, pour réaliser la désacylation sans décomposition du diméthylformamide ainsi que du produit chloré du sucrose.

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