CU24499B1 - Proceso para preparar ésteres de ácido láctico y ácido 2-hidroxi-3-butenoico a partir de azúcares - Google Patents

Proceso para preparar ésteres de ácido láctico y ácido 2-hidroxi-3-butenoico a partir de azúcares

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Publication number
CU24499B1
CU24499B1 CU2017000072A CU20170072A CU24499B1 CU 24499 B1 CU24499 B1 CU 24499B1 CU 2017000072 A CU2017000072 A CU 2017000072A CU 20170072 A CU20170072 A CU 20170072A CU 24499 B1 CU24499 B1 CU 24499B1
Authority
CU
Cuba
Prior art keywords
hydroxy
acid
sugars
lactic acid
preparing esters
Prior art date
Application number
CU2017000072A
Other languages
English (en)
Other versions
CU20170072A7 (es
Inventor
Zubiri Irantzu Sadaba
Esben Taaring
Original Assignee
Haldor Topsoe As
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Haldor Topsoe As filed Critical Haldor Topsoe As
Publication of CU20170072A7 publication Critical patent/CU20170072A7/es
Publication of CU24499B1 publication Critical patent/CU24499B1/es

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/14—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of germanium, tin or lead
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/18—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of thiols to unsaturated compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/26—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/44—Preparation of carboxylic acid esters by oxidation-reduction of aldehydes, e.g. Tishchenko reaction
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/475—Preparation of carboxylic acid esters by splitting of carbon-to-carbon bonds and redistribution, e.g. disproportionation or migration of groups between different molecules
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/48—Separation; Purification; Stabilisation; Use of additives
    • C07C67/62—Use of additives, e.g. for stabilisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • C07C69/675—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
    • C07C69/68—Lactic acid esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
    • C07C69/732—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00002—Chemical plants
    • B01J2219/00027—Process aspects
    • B01J2219/00033—Continuous processes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Abstract

<p>Un proceso de flujo continuo para la preparación de uno o más ésteres de ácido láctico y ácido 2-hidroxi-3-butenoico a partir de un azúcar en presencia de un catalizador de ácido Lewis sólido y un solvente que comprende un solvente orgánico y agua. La invención proporciona un medio para estabilizar un catalizador de ácido Lewis para el uso en un proceso de reacción continuo donde el agua está presente en una cantidad de 0,25% en volumen a 10% en volumen del solvente orgánico.</p>
CU2017000072A 2014-11-28 2015-11-12 Proceso para preparar ésteres de ácido láctico y ácido 2-hidroxi-3-butenoico a partir de azúcares CU24499B1 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP14195485 2014-11-28
DKPA201500288 2015-05-13
PCT/EP2015/076399 WO2016083137A1 (en) 2014-11-28 2015-11-12 Process for preparing esters of lactic acid, and 2-hydroxy-3-butenoic acid or alfa-hydroxy methionine analogues from sugars

Publications (2)

Publication Number Publication Date
CU20170072A7 CU20170072A7 (es) 2017-10-05
CU24499B1 true CU24499B1 (es) 2021-02-04

Family

ID=59019550

Family Applications (1)

Application Number Title Priority Date Filing Date
CU2017000072A CU24499B1 (es) 2014-11-28 2015-11-12 Proceso para preparar ésteres de ácido láctico y ácido 2-hidroxi-3-butenoico a partir de azúcares

Country Status (19)

Country Link
US (3) US10100007B2 (es)
EP (2) EP3461806B1 (es)
JP (2) JP6788588B2 (es)
KR (1) KR102475064B1 (es)
CN (2) CN107001253B (es)
AU (1) AU2015352840B2 (es)
BR (1) BR112017011304B1 (es)
CA (1) CA2968906C (es)
CU (1) CU24499B1 (es)
DK (2) DK3224234T3 (es)
ES (2) ES2813341T3 (es)
HU (2) HUE046852T2 (es)
MX (2) MX2017006538A (es)
MY (1) MY194486A (es)
PL (2) PL3461806T3 (es)
RU (2) RU2019131408A (es)
SG (2) SG11201704329UA (es)
WO (1) WO2016083137A1 (es)
ZA (1) ZA201703204B (es)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2968906C (en) 2014-11-28 2023-09-12 Haldor Topsoe A/S Process for preparing esters of lactic acid, and 2-hydroxy-3-butenoic acid or alfa-hydroxy methionine analogues from sugars
MX377376B (es) 2015-04-30 2025-03-10 Haldor Topsoe As Un proceso para la preparacion de analogos alfa-hidroxilados de metionina a partir de azucares y derivados de los mismos.
TWI712584B (zh) 2016-05-04 2020-12-11 丹麥商托普索公司 新穎己二酯類化合物及其製備方法
CN106349060B (zh) * 2016-08-26 2020-06-12 上海交通大学 一种路易斯酸催化转化碳水化合物制备乳酸烷基酯的方法
CN109289909B (zh) * 2018-10-16 2021-03-19 郑州大学 一种催化复杂糖转化制备乳酸酯的催化剂
KR20220057525A (ko) * 2019-09-06 2022-05-09 케민 인더스트리즈, 인코포레이티드 알파-하이드록시 산의 에스테르화에 의한 알파-하이드록시 에스테르의 제조 공정
CN111905802B (zh) * 2020-06-15 2022-01-18 厦门大学 一种使用钼-碱金属/碱土金属修饰的路易斯酸催化剂制乳酸酯的方法
CN113831238B (zh) * 2020-06-24 2024-05-03 中国石油化工股份有限公司 一种催化转化碳水化合物制备乳酸甲酯的方法
CN116272945B (zh) * 2023-01-16 2024-12-31 山东理工大学 酸碱碳基催化剂的制备方法及应用

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4792620A (en) * 1983-10-14 1988-12-20 Bp Chemicals Limited Carbonylation catalysts
US4933161A (en) 1987-02-04 1990-06-12 Exxon Research And Engineering Company Tin substitution into zeolite frameworks
US5973200A (en) 1997-01-23 1999-10-26 Novus International, Inc. Process for the preparation of 2-hydroxy-4-(methylthio) butanoic acid or methionine by mercaptan addition
DE10140202A1 (de) 2001-08-16 2003-03-06 Bayer Ag Vanadium-Imido-Phosphoraniminato für die Olefinpolymerisation
DE102005003990A1 (de) * 2005-01-28 2006-08-03 Degussa Ag Herstellung von 3-(Alkylthio)propanal
PL2184270T3 (pl) * 2008-11-11 2013-07-31 Haldor Topsoe As Katalizowane zeolitem wytwarzanie związków alfa-hydroksykwasów karboksylowych i ich estrów
FR2938535B1 (fr) * 2008-11-20 2012-08-17 Arkema France Procede de fabrication de methylmercaptopropionaldehyde et de methionine a partir de matieres renouvelables
EP2415750B1 (en) * 2009-04-03 2018-02-14 Mitsubishi Gas Chemical Company, Inc. Method for producing alpha-hydroxycarboxylic acid ester
TWI630197B (zh) 2013-02-27 2018-07-21 丹麥商哈爾德杜薩公司 從包含低分子量羰基化合物之組成物移除甲醛的方法
LT3036040T (lt) 2013-08-20 2018-02-12 Haldor Topsoe A/S Cukrų konversijos į pieno rūgštį ir 2-hidroksi-3-buteno rūgštį arba jų esterius būdas, apimantis metalo-silikato medžiagą ir metalo joną
CA2968906C (en) 2014-11-28 2023-09-12 Haldor Topsoe A/S Process for preparing esters of lactic acid, and 2-hydroxy-3-butenoic acid or alfa-hydroxy methionine analogues from sugars

Also Published As

Publication number Publication date
RU2019131408A (ru) 2019-10-29
NZ732280A (en) 2021-09-24
US20190062271A1 (en) 2019-02-28
RU2017122603A (ru) 2018-12-29
SG11201704329UA (en) 2017-06-29
CA2968906A1 (en) 2016-06-02
MX2020011677A (es) 2020-12-10
AU2015352840A1 (en) 2017-06-15
CU20170072A7 (es) 2017-10-05
US20170334844A1 (en) 2017-11-23
CN109942466A (zh) 2019-06-28
EP3224234B1 (en) 2019-08-14
JP6826225B2 (ja) 2021-02-03
BR112017011304B1 (pt) 2020-04-14
DK3224234T3 (da) 2019-10-28
CN109942466B (zh) 2021-08-27
KR102475064B1 (ko) 2022-12-07
EP3461806A1 (en) 2019-04-03
ES2813341T3 (es) 2021-03-23
CN107001253A (zh) 2017-08-01
ZA201703204B (en) 2019-10-30
KR20170091107A (ko) 2017-08-08
AU2015352840B2 (en) 2020-01-02
EP3224234A1 (en) 2017-10-04
DK3461806T3 (da) 2020-09-28
BR112017011304A2 (pt) 2018-07-10
RU2710014C2 (ru) 2019-12-24
MY194486A (en) 2022-11-30
JP6788588B2 (ja) 2020-11-25
MX2017006538A (es) 2017-08-09
CA2968906C (en) 2023-09-12
US20190016674A1 (en) 2019-01-17
PL3224234T3 (pl) 2020-03-31
SG10201810447YA (en) 2018-12-28
US10280136B2 (en) 2019-05-07
ES2748690T3 (es) 2020-03-17
US10343986B2 (en) 2019-07-09
RU2017122603A3 (es) 2019-05-31
HUE046852T2 (hu) 2020-03-30
PL3461806T3 (pl) 2021-02-08
JP2020125313A (ja) 2020-08-20
CN107001253B (zh) 2019-03-12
WO2016083137A9 (en) 2016-08-25
EP3461806B1 (en) 2020-08-05
US10100007B2 (en) 2018-10-16
WO2016083137A1 (en) 2016-06-02
JP2017537096A (ja) 2017-12-14
HUE051552T2 (hu) 2021-03-29

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