Improved sucrose-6-ester chlorination

C - Chemistry – Metallurgy – 07 – H

Patent

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260/233.1

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

Patent

CA 2021632

A process for the chlorination of sucrose-6-esters to produce 6',4,1'-trichlorosucrose-6-esters which comprises the steps of: (a) adding at least seven molar equivalents of an acid chloride to a reaction mixture containing a sucrose-6-ester and a tertiary amide to form initially a chloroformiminium chloride salt which subsequently forms a complex with the hydroxyl goups of the sucrose-6-ester; (b) subjecting the reaction mixture product of step (a) to an elevated temperature not higher than about 85°C for a period of time sufficient to produce a mixture of chlorinated sucrose-6-ester products consisting essentially of 6'-chlorosucrose-6-ester, 4,6'-dichloro- sucrose-6-ester, and 1',6'-dichlorosucrose-6-ester; and (c) subjecting the reaction mixture product of step (b) to an elevated temperature not higher than about 125°C for a period of time sufficient to produce a chlorinated product consisting essentially of 1',4,6'-trichlorosucrose-6-ester.

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