# US 10,370,398 B2 · Liquid-liquid extraction of DMF > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,370,398 B2 - Document ID: US10370398B2 - Status: Granted - Kind: B2 - Application number: 15/628,141 - Filed: 2017-06-20 - Published: 2017-12-28 - Granted: 2019-08-06 - Earliest claimed: 2016-06-23 - Assignees: Tate & Lyle Technology Limited - Applicants: Tate & Lyle Technology Limited - Inventors: David Dentel; Thomas Eilers; Edward Micinski - Web page: https://patentgrep.com/patent/US10370398B2 ## CPC - C07H 5/02: to halogen - B01D 11/04: of solutions which are liquid - B01D 11/0434: {comprising rotating mechanisms, e.g. mixers, rotational oscillating motion, mixing pumps} - C07H 1/00: Processes for the preparation of sugar derivatives - C07H 1/06: Separation; Purification - C07H 13/04: having the esterifying carboxyl radicals attached to acyclic carbon atoms - B01D 11/043: {with stationary contacting elements, sieve plates or loose contacting elements} - B01D 11/0438: {comprising vibrating mechanisms, electromagnetic radiations} - B01D 11/0446: {Juxtaposition of mixers-settlers} - B01D 11/048: {Mixing by counter-current streams provoked by centrifugal force, in rotating coils or in other rotating spaces} - B01D 11/0492: {Applications, solvents used} - B01D 2011/002: {Counter-current extraction} - C07H: SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS (derivatives of aldonic or saccharic acids C07C, C07D; aldonic acids, saccharic acids C07C59/105, C07C59/285; cyanohydrins C07C255/16; glycals C07D; compounds of unknown constitution C07G; polysaccharides, derivatives thereof C08B; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; sugar industry C13) - B01D: SEPARATION (separating solids from solids by wet methods B03B, B03D; by pneumatic jigs or tables B03B; by other dry methods B07; magnetic or electrostatic separation of solid materials from solid materials or fluids, separation by high-voltage electric fields B03C; centrifuges, vortex apparatus B04; presses per se for squeezing-out liquid from liquid-containing material B30B9/02; treatment of water C02F, e.g. softening by ion-exchange C02F1/42; {arrangements of air intake cleaners in gas turbine plants F02C7/05} ; arrangements or mounting of filters in air-conditioning, air-humidification or ventilation F24F13/28) ## Abstract The present invention relates to a method for the chlorination of a sucrose-6-acylate to produce a 4,1′,6′-trichloro-4,1′,6′-trideoxy-galactosucrose-6-acylate wherein said method includes steps of: (i) combining the sucrose-6-acylate with a chlorinating agent in a reaction vehicle comprising a tertiary amide to afford a mixture; (ii) heating said mixture for a heating period in order to provide chlorination of sucrose-6-acylate at the 4, 1′ and 6′ positions thereof; and (iii) quenching the product stream of (ii) to produce a 4,1′,6′-trichloro-4,1′,6′-trideoxy-galactosucrose-6-acylate; wherein before said quenching, a portion of said tertiary amide is removed by extraction into a solvent in which said tertiary amide is at least partially soluble. ## Claims ### Claim 1 A method for the chlorination of a sucrose-6-acylate to produce a 4,1′,6′-trichloro-4,1′,6′-trideoxy-galactosucrose-6-acylate wherein said method comprises: (i) combining the sucrose-6-acylate with a chlorinating agent in a reaction vehicle comprising a tertiary amide to afford a mixture; (ii) heating said mixture for a heating period in order to provide chlorination of sucrose-6-acylate at the 4, 1′ and 6′ positions thereof; and (iii) quenching the product stream of (ii) to produce a 4,1′,6′-trichloro-4,1′,6′-trideoxy -galactosucrose-6-acylate; wherein before said quenching, a step of removing a portion of said tertiary amide is by extraction into an extraction solvent in which said tertiary amide is soluble is performed, wherein said extraction is performed using the extraction solvent to feed ratio of 4:1 to 8:1 w/w, and wherein the mixture is the feed. ### Claim 2 (depends on 1) The method according to claim 1, wherein said portion of said tertiary amide is removed after step (i) and before step (ii). ### Claim 3 (depends on 1) The method according to claim 1, wherein said portion of said tertiary amide is removed after step (ii) and before step (iii). ### Claim 4 (depends on 1) The method according to claim 1, wherein during said extraction, carbohydrates present during or after said reacting of step (i) are not extracted into said extraction solvent. ### Claim 5 (depends on 1) The method according to claim 1, wherein said extraction solvent is a hydrocarbon. ### Claim 6 (depends on 5) The method according to claim 5, wherein said extraction solvent is an alkane. ### Claim 7 (depends on 6) The method according to claim 6, wherein said alkane comprises from 5 to 7 carbon atoms. ### Claim 8 (depends on 6) The method according to claim 6, wherein said alkane is straight chain or cyclic. ### Claim 9 (depends on 5) The method according to claim 5, wherein said extraction solvent is cyclohexane. ### Claim 10 (depends on 1) The method according to claim 1, wherein said tertiary amide is N,N-dimethylformamide. ### Claim 11 (depends on 1) The method according to claim 1, wherein said extraction is conducted at a temperature of from 20° C. to 100° C. ### Claim 12 (depends on 1) The method according to claim 1, wherein said portion of tertiary amide removed by extraction is greater than 30wt% of the total tertiary amide present. ### Claim 13 (depends on 1) The method according to claim 1, wherein said extraction is performed in a Karr column or a Scheibel column. ### Claim 14 (depends on 1) The method according to claim 1, wherein after said extraction, said tertiary amide is separated from said solvent by distillation. ### Claim 15 (depends on 1) The method according to claim 1, wherein after said extraction, said tertiary amide is separated from said solvent by addition of water to form a biphasic system, followed by separation of the two phases. ### Claim 16 (depends on 1) The method according to claim 1, wherein the method further comprises a step of converting at least a portion of said 4,1′,6′-trichloro-4,1′,6′-trideoxy-galactosucrose-6-acylate to sucralose. ### Claim 17 (depends on 16) The method according to claim 16, wherein the method further comprises a step of isolating and purifying the sucralose.