MX377076B - Proceso para la alcoxicarbonilación de alcoholes - Google Patents
Proceso para la alcoxicarbonilación de alcoholesInfo
- Publication number
- MX377076B MX377076B MX2017009228A MX2017009228A MX377076B MX 377076 B MX377076 B MX 377076B MX 2017009228 A MX2017009228 A MX 2017009228A MX 2017009228 A MX2017009228 A MX 2017009228A MX 377076 B MX377076 B MX 377076B
- Authority
- MX
- Mexico
- Prior art keywords
- alkyl
- cycloalkyl
- aryl
- heteroaryl
- alcohol
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 150000001298 alcohols Chemical class 0.000 title 1
- 238000007083 alkoxycarbonylation reaction Methods 0.000 title 1
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 abstract 11
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 abstract 7
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 5
- 125000006707 (C3-C12) heterocycloalkyl group Chemical group 0.000 abstract 3
- 125000006736 (C6-C20) aryl group Chemical group 0.000 abstract 3
- 239000003446 ligand Substances 0.000 abstract 3
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/5045—Complexes or chelates of phosphines with metallic compounds or metals
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/36—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/36—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates
- C07C67/38—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates by addition to an unsaturated carbon-to-carbon bond
-
- 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
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/12—Acetic acid esters
- C07C69/14—Acetic acid esters of monohydroxylic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/006—Palladium compounds
- C07F15/0066—Palladium compounds without a metal-carbon linkage
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/824—Palladium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
La invención se refiere a un proceso que comprende las siguientes etapas del proceso: a) introducir un primer alcohol, teniendo el primer alcohol de 2 a 30 átomos de carbono; b) agregar un ligando de fosfina y un compuesto que comprende Pd, o agregar un complejo que comprende Pd y un ligando de fosfina; c) agregar un segundo alcohol; d) suministrar CO; e) calentar la mezcla de reacción, haciendo reaccionar el primer alcohol con CO y el segundo alcohol para formar un éster; en donde el ligando de fosfina es un compuesto de la fórmula (I) ver formula (I) en donde m y n son cada uno independientemente 0 ó 1; R1, R2, R3, R4 se seleccionan cada uno independientemente de -alquilo-(C1-C12), -cicloalquilo-(C3- C12), - eterocicloalquilo-(C3-C12), -arilo-(C6-C20), - heteroarilo-(C3-C20), al menos uno de los radicales R1, R2, R3, R4 es un radical heteroarilo-(C3-C20); y R1, R2, R3, R4, sí son -alquilo-(C1-C12), - cicloalquilo-(C3-C12), -heterocicloalquilo-(C3-C12), -arilo- (C6-C20) o -heteroarilo-(C3-C20), cada uno puede sustituirse independientemente por uno o más sustituyentes seleccionados de -alquilo-(C1-C12), -cicloalquilo-(C3-C12), -heterocicloalquilo- (C3-C12), -O-alquilo-(C1-C12), -O-alquilo-(C1-C12)-arilo-(C6- C20), -O-cicloalquilo-(C3-C12), -S-alquilo-(C1-C12), -Scicloalquilo-(C3-C12), -COO-alquilo-(C1-C12), -COO15 cicloalquilo-(C3-C12), -CONH-alquilo-(C1-C12), -CONHcicloalquilo-(C3-C12), -CO-alquilo-(C1-C12), - O-cicloalquilo- (C3-C12), -N-[alquilo-(C1-C12)]2, -arilo-(C6-C20), -arilo-(C6- C20)-alquilo-(C1-C12), -arilo-(C6-C20)-O-alquilo-(C1-C12), heteroarilo-(C3-C20), heteroarilo-(C3-C20)-alquilo-(C1-C12), heteroarilo-(C3-C20)-O-alquilo-(C1-C12), -COOH, -OH, -SO3H, - NH2, halógeno.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP16180052.9A EP3272728B1 (de) | 2016-07-19 | 2016-07-19 | Verfahren zur alkoxycarbonylierung von alkoholen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2017009228A MX2017009228A (es) | 2018-11-09 |
| MX377076B true MX377076B (es) | 2025-03-07 |
Family
ID=56464080
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2017009228A MX377076B (es) | 2016-07-19 | 2017-07-13 | Proceso para la alcoxicarbonilación de alcoholes |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US11028110B2 (es) |
| EP (1) | EP3272728B1 (es) |
| JP (1) | JP6495385B2 (es) |
| KR (1) | KR101985083B1 (es) |
| CN (1) | CN107628948B (es) |
| CA (1) | CA2973454C (es) |
| MX (1) | MX377076B (es) |
| MY (1) | MY174882A (es) |
| SG (1) | SG10201705855WA (es) |
| TW (1) | TWI668225B (es) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111087306B (zh) | 2019-12-27 | 2021-08-03 | 南京诚志清洁能源有限公司 | 芳基双齿膦配体组合催化制备有机羧酸酯的方法 |
| EP4001256A1 (de) * | 2020-11-24 | 2022-05-25 | Evonik Operations GmbH | Verfahren zur alkoxycarbonylierung von ethylenisch ungesättigter verbindungen unter einsatz von benzolbasierte diphosphinliganden und aluminiumtriflat |
| CN113999261B (zh) * | 2021-10-26 | 2023-06-06 | 浙江大学 | 一种邻二甲基芳香环类二膦基配体化合物及其合成方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE1008018A3 (nl) | 1994-01-06 | 1995-12-12 | Dsm Nv | Werkwijze voor de bereiding van een ester. |
| US20110065950A1 (en) * | 2009-09-03 | 2011-03-17 | Technical University Of Denmark | Palladium catalyst system comprising zwitterion and/or acid-functionalyzed ionic liquid |
| GB201000078D0 (en) | 2010-01-05 | 2010-02-17 | Lucite Int Uk Ltd | Process for the carbonylation of ethylenically unsaturated compounds, novel carbonylation ligands and catalyst systems incorporatng such ligands |
| AR088124A1 (es) | 2011-04-01 | 2014-05-14 | Dsm Ip Assets Bv | Proceso para la preparacion de esteres de acido alcanoico en un proceso de carbonilacion utilizando ligandos de bifosfato bidentados de paladio |
| US20170022138A1 (en) | 2015-07-23 | 2017-01-26 | Evonik Degussa Gmbh | Butyl-bridged diphosphine ligands for alkoxycarbonylation |
-
2016
- 2016-07-19 EP EP16180052.9A patent/EP3272728B1/de active Active
-
2017
- 2017-07-13 MX MX2017009228A patent/MX377076B/es active IP Right Grant
- 2017-07-13 CA CA2973454A patent/CA2973454C/en active Active
- 2017-07-13 MY MYPI2017702571A patent/MY174882A/en unknown
- 2017-07-14 JP JP2017137956A patent/JP6495385B2/ja active Active
- 2017-07-14 US US15/649,770 patent/US11028110B2/en active Active
- 2017-07-17 TW TW106123836A patent/TWI668225B/zh active
- 2017-07-17 SG SG10201705855WA patent/SG10201705855WA/en unknown
- 2017-07-18 KR KR1020170090730A patent/KR101985083B1/ko active Active
- 2017-07-18 CN CN201710584323.3A patent/CN107628948B/zh active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP2018058817A (ja) | 2018-04-12 |
| US20180022765A1 (en) | 2018-01-25 |
| SG10201705855WA (en) | 2018-02-27 |
| KR20180009713A (ko) | 2018-01-29 |
| CA2973454A1 (en) | 2018-01-19 |
| CN107628948A (zh) | 2018-01-26 |
| MY174882A (en) | 2020-05-20 |
| EP3272728A1 (de) | 2018-01-24 |
| TWI668225B (zh) | 2019-08-11 |
| CN107628948B (zh) | 2021-04-20 |
| MX2017009228A (es) | 2018-11-09 |
| JP6495385B2 (ja) | 2019-04-03 |
| KR101985083B1 (ko) | 2019-05-31 |
| TW201815805A (zh) | 2018-05-01 |
| CA2973454C (en) | 2020-04-21 |
| EP3272728B1 (de) | 2019-06-19 |
| US11028110B2 (en) | 2021-06-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| HC | Change of company name or juridical status |
Owner name: SAVANT TECHNOLOGIES LLC |
|
| FG | Grant or registration |