Low temperature, single solvent process for the production of sucrose-6-ester
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IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C07H-013/04
C07H-013/06
C07H-013/08
C07F-007/22
출원번호
US-0901808
(2010-10-11)
등록번호
US-8921540
(2014-12-30)
발명자
/ 주소
Micinski, Edward
Coleman, David
Wiley, Jr., James Edwin
출원인 / 주소
Tate & Lyle Technology Limited
대리인 / 주소
RatnerPrestia
인용정보
피인용 횟수 :
0인용 특허 :
48
초록▼
A method for the preparation of a sucrose-6-ester is disclosed. In a first step of the method, sucrose in a polar aprotic solvent is reacted with an organotin-based acylation promoter. The water of reaction is removed at a temperature that does not exceed about 80° C. In one aspect, the water is rem
A method for the preparation of a sucrose-6-ester is disclosed. In a first step of the method, sucrose in a polar aprotic solvent is reacted with an organotin-based acylation promoter. The water of reaction is removed at a temperature that does not exceed about 80° C. In one aspect, the water is removed by distillation of part of the polar aprotic solvent at reduced pressure. In a second step, a carboxylic acid anhydride is added. In one aspect, the resulting reaction mixture is maintained at a temperature of 10° C. or less for a period of time sufficient to produce a sucrose-6-ester. The sucrose-6-ester can be converted to sucralose.
대표청구항▼
1. A process comprising, in order, the steps of: (a) providing a first reaction mixture comprising sucrose, a polar aprotic solvent and an organotin-based acylation promoter;(b) removing from the first reaction mixture water produced by reaction between sucrose and the organotin-based acylation prom
1. A process comprising, in order, the steps of: (a) providing a first reaction mixture comprising sucrose, a polar aprotic solvent and an organotin-based acylation promoter;(b) removing from the first reaction mixture water produced by reaction between sucrose and the organotin-based acylation promoter to afford a second reaction mixture, and(c) adding a carboxylic acid anhydride to the second reaction mixture to afford a third reaction mixture, thereby producing a sucrose-6-ester;in which:a non-polar co-solvent is not added during step (b); andin step (b), the temperature does not exceed about 80° C. 2. The process of claim 1 wherein, during step (b), the removing of water includes distillation of water with the polar aprotic solvent at reduced pressure. 3. The process of claim 1 wherein the first reaction mixture and/or the second reaction mixture consist essentially of sucrose, the polar aprotic solvent, the organotin-based acylation promoter, and/or their reaction products. 4. The process of claim 1 wherein, during step (c), the third reaction mixture is maintained at 10° C. or less for a period of time sufficient to produce the sucrose-6-ester. 5. The process of claim 1 wherein the temperature in step (b) is between about 80° C. and about 20° C. 6. The process of claim 1 wherein the temperature in step (b) is between about 78° C. and about 30° C. 7. The process of claim 1 wherein the temperature in step (b) is between about 75° C. and about 40° C. 8. The process of claim 1 wherein the temperature in step (b) is between about 70° C. and about 50° C. 9. The process of claim 1 wherein the polar aprotic solvent is N,N-dimethyl formamide. 10. The process of claim 1 wherein the organotin-based acylation promoter is a 1,3-di(acyloxy)-1,1,3,3-tetra-(hydrocarbyl)distannoxane. 11. The process claim 1 wherein the organotin-based acylation promoter is 1,3-diacetoxy-1,1,3,3-tetrabutyldistannoxane. 12. The process of claim 1 wherein the organotin-based acylation promoter is a 1-acyloxy-3-hydroxy-1,1,3,3-tetra-(hydrocarbyl)distannoxane. 13. The process of claim 12 in which the organotin-based acylation promoter is 1-acetoxy-3-hydroxy-1,1,3,3-tetrabutyldistannoxane. 14. The process of claim 1 wherein the carboxylic acid anhydride is acetic anhydride and the sucrose-6-ester is sucrose-6-acetate. 15. The process of claim 1 wherein the carboxylic acid anhydride is benzoic anhydride and the sucrose-6-ester is sucrose-6-benzoate. 16. The process of claim 1 wherein the process is a batch process. 17. The process of claim 1 wherein the process is a continuous process. 18. The process of claim 1 additionally comprising, after step (c), the additional step or steps of converting the sucrose-6-ester to sucralose.
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이 특허에 인용된 특허 (48)
Lee Cheang K. (Singapore SGX), 4′-Halo-substituted sucrose derivatives.
O\Brien Eleanor A. (Dublin IEX) O\Connor Thomas (Dublin IEX) Tuite Mathew R. J. (Dublin NJ IEX) High Leroy B. (Cranbury NJ), Chlorination of carbohydrates and other alcohols.
Bornemann Stephen (Leamington Spa GB3) Cassells John M. (St. Ives GB3) Combes Clive L. (Reading IA GB3) Dordik Jonathan S. (Iowa City IA) Hacking Andrew J. (Mortimer GB3), Preparation of acylated sucrose derivatives.
Vernon, Nicholas M.; Walkup, Robert E., Process for recovery of organotin esters from reaction mixtures containing the same and re-use of the recovered organotin compounds.
Jenner Michael R. (Pangbourne GB2) Waite David (Reading GB2) Jackson Graham (Reading GB2) Williams John C. (Wokingham GB2), Process for the preparation of 4,1′,6′-trichloro-4,1′,6′-trideoxygalactosucrose.
Khan Riaz A. (Sonning GB2) Smith Keith (Mayals GB2) Pelter Andrew (Uplands GB2) Zhao Jin (Uplands GB2), Process for the preparation of sucrose 6-esters.
Schulz ; deceased Paul,DEX ITX by Brigitte Pflueger-Schulz ; heir ; Eskuchen Rainer,DEX ; Nitsche Michael,DEX, Process for the production of alkyl and/or alkenyl oligoglycosides.
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McNally Gerard P. (Strafford PA) Roche Edward J. (Paoli PA), Stabilized composition of famotidine and sucralfate for treatment of gastrointestinal disorders.
Navia Juan L. (Athens GA) Walkup Robert E. (Watkinsville GA) Vernon Nicholas M. (Durham GA GB2) Wingard ; Jr. Robert E. (Athens GA), Sucralose pentaester production.
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