Methods for chlorinating sucrose-6-ester

C - Chemistry – Metallurgy – 07 – H

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C07H 13/00 (2006.01) C07H 5/02 (2006.01)

Patent

CA 2627416

Methods for chlorinating sucrose-6-esters to produce 1',4,6'-trichlorosucrose- 6-esters include providing a reaction mixture in a temperature-controlled vessel at a temperature less than about 65~C, the reaction mixture comprising sucrose-6-ester, a tertiary amide, and a chloroformiminium chloride salt, which forms an O-alkylformiminium chloride adduct with the hydroxyl groups of the sucrose-6-ester. The methods for chlorinating the sucrose-6-ester further include subjecting the chloroformiminium chloride salt, tertiary amide, and sucrose-6-ester reaction mixture to an elevated temperature between about 75~C and 100~C for a period of time sufficient to produce a chlorinated product mixture of chlorinated sucrose-6-ester products consisting essentially of 1',4,6'-trichlorogalacto-sucrose-6-ester.

Procédés servant à chlorer des sucrose-6-esters pour produire des 1',4,6'-trichlorosucrose-6-esters comprenant la formation d'un mélange de réaction dans une cuve ayant une température régulée à une température inférieure à environ 65°C, le mélange de réaction comprenant du sucrose-6-ester, un amide tertiaire et un sel de chlorure de chloroformiminium, lequel forme un produit d'addition de chlorure de O-alkylformiminium avec les groupes hydroxyle du sucrose-6-ester. Les procédés servant à chlorer du sucrose-6-ester comprennent en plus l'étape consistant à soumettre le mélange de réaction de sel de chlorure de chloroformiminium, d'amide tertiaire et de sucrose-6-ester à une haute température comprise entre environ 75°C et 100°C sur une durée suffisante pour produire un mélange de produits chlorés de produits sucrose-6-esters chlorés constitué essentiellement de 1',4,6'-trichlorogalacto-sucrose-6-ester.

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