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AssigneeLexington Pharmaceuticals Laboratories, LLC
InventorsWilliam Randal Erickson, Stephen Craig Fields
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Disclosed is a method of chlorinating a carbohydrate or derivative thereof, for example, a sucrose-6-ester at the 4,1′, and 6′ positions, with irreversible removal of HCl formed during the reaction to form the chlorinated carbohydrate or derivative thereof, for example, a 4,1′,6′-trichloro-4,1′,6′-trideoxy-6-O-ester of galactosucrose (TGS-6E). The irreversible removal of HCl can be carried out by an irreversible physical process and/or an irreversible chemical process. Sucralose, an artificial sweetener, can be prepared by deesterification of the TGS-6E. The chlorination reaction takes place at low temperatures and the desired chlorinated product is obtained in high yields and in high purities.
A method for chlorinating a sucrose-6 ester comprising reacting the sucrose-6-ester dissolved in an N,N-dialkylformamide, an N,N-dialkylacetamide, or N-methylpyrrolidone solvent with a chlorinating agent and irreversibly removing during chlorination at least a portion of the hydrogen chloride produced by the reaction of the chlorinating agent with the sucrose-6-ester, wherein the chlorination is conducted at a temperature of about 50° C. to 100° C., and the hydrogen chloride is irreversibly removed as a combination with the N,N-dialkylformamide, N,N-dialkylacetamide, or N-methylpyrrolidone solvent by vacuum distillation.
A method for chlorinating a sucrose-6ester comprising:
Dependencies are inferred from the claim text.