ES482585A1 - Un procedimiento mejorado para la conversion de olefinas en-esteres carboxilicos. - Google Patents
Un procedimiento mejorado para la conversion de olefinas en-esteres carboxilicos.Info
- Publication number
- ES482585A1 ES482585A1 ES482585A ES482585A ES482585A1 ES 482585 A1 ES482585 A1 ES 482585A1 ES 482585 A ES482585 A ES 482585A ES 482585 A ES482585 A ES 482585A ES 482585 A1 ES482585 A1 ES 482585A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- alcohol
- palladium
- salt
- carbon monoxide
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 150000001993 dienes Chemical class 0.000 title abstract 3
- 230000006315 carbonylation Effects 0.000 title abstract 2
- 238000005810 carbonylation reaction Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 2
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical class [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 235000019445 benzyl alcohol Nutrition 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- MUJIDPITZJWBSW-UHFFFAOYSA-N palladium(2+) Chemical class [Pd+2] MUJIDPITZJWBSW-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/36—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by hydrogenation of carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
1. Un procedimiento mejorado para la conversión de olefinas en ésteres carboxílicos, en el que una diolefina conjugada que tiene la fórmula-01: **(Fórmula-01)** en la R¿y R¿¿ son cada uno independientemente H, alcohilo saturado o arilo, y R¿¿¿ es H o metilo, es carbonilada mediante la adición a la misma en las posiciones 1 y 4 de monóxido de carbono y un alcohol de la fórmula ROH para formar un éster dicarboxílico insaturado que tiene la fórmula-02: **(Fórmula-02)** en la que R es alralcohilo o alcohilo saturado, comprendiendo la mejora cargar en un recipiente de reacción la diolefina, una sal de cobre (II), una base nucleófila seleccionada del grupo que consta de aminas, carbonatos y sales de metales alcalinos y alcalino-térreos de ácidos carboxílicos, una cantidad catalíticamente eficaz de una sal de paladio (II), y cantidades de monóxido de carbono y alcohol iguales o mayores que el equivalente estequiométrico de diolefina, y someter el contenido del recipiente cargado, en ausencia de agua y oxígeno, a una presión de monóxido de carbono y una temperatura suficientes para efectuar la reacción de carbonilación, caracterizándose además dicho procedimiento porque la cantidad de sal de cobre (II) y la cantidad de base empleada es igual a por lo menos un equivalente molar de sal de cobre (II).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/926,132 US4259519A (en) | 1975-06-27 | 1978-07-19 | Process for the carbonylation of diolefins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES482585A1 true ES482585A1 (es) | 1980-09-01 |
Family
ID=25452801
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES482585A Expired ES482585A1 (es) | 1978-07-19 | 1979-07-18 | Un procedimiento mejorado para la conversion de olefinas en-esteres carboxilicos. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4259519A (es) |
| EP (1) | EP0016150B1 (es) |
| JP (1) | JPS55500427A (es) |
| BE (1) | BE877770A (es) |
| CA (1) | CA1133930A (es) |
| DE (1) | DE2963406D1 (es) |
| ES (1) | ES482585A1 (es) |
| IT (1) | IT1121010B (es) |
| WO (1) | WO1980000250A1 (es) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5917101B2 (ja) * | 1980-11-25 | 1984-04-19 | 三菱瓦斯化学株式会社 | アジピン酸ジエステルの製造方法 |
| FR2512813A1 (fr) * | 1981-09-16 | 1983-03-18 | Rhone Poulenc Chim Base | Procede de carbonylation des dienes conjugues en presence d'un catalyseur au palladium avec recyclage dudit catalyseur |
| US4633015A (en) * | 1984-11-09 | 1986-12-30 | Monsanto Company | Production of adipic acid from 1,4-disubstituted-2-butene |
| FR2646419B1 (fr) * | 1989-04-28 | 1991-09-27 | Rhone Poulenc Chimie | Procede de preparation d'acides hexenedioiques-1,6 |
| KR20030092107A (ko) * | 2001-04-24 | 2003-12-03 | 메사추세츠 인스티튜트 오브 테크놀로지 | 탄소-헤테로원자 및 탄소-탄소 결합을 형성하는 구리-촉매방법 |
| AU2003257062A1 (en) | 2002-08-02 | 2004-02-23 | Massachusetts Institute Of Technology | Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3397225A (en) * | 1964-06-15 | 1968-08-13 | Union Oil Co | Preparation of esters of unsaturated acids |
| JPS50130714A (es) * | 1974-04-01 | 1975-10-16 | ||
| US4171450A (en) * | 1977-06-22 | 1979-10-16 | Atlantic Richfield Company | Preparation of unsaturated diesters by catalytic oxidative carbonylation of diolefins |
-
1978
- 1978-07-19 US US05/926,132 patent/US4259519A/en not_active Expired - Lifetime
-
1979
- 1979-07-09 CA CA331,380A patent/CA1133930A/en not_active Expired
- 1979-07-18 ES ES482585A patent/ES482585A1/es not_active Expired
- 1979-07-18 JP JP50121779A patent/JPS55500427A/ja active Pending
- 1979-07-18 WO PCT/US1979/000519 patent/WO1980000250A1/en not_active Ceased
- 1979-07-18 IT IT68493/79A patent/IT1121010B/it active
- 1979-07-18 BE BE0/196362A patent/BE877770A/xx unknown
- 1979-07-18 DE DE7979900887T patent/DE2963406D1/de not_active Expired
-
1980
- 1980-02-25 EP EP79900887A patent/EP0016150B1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2963406D1 (en) | 1982-09-16 |
| EP0016150B1 (en) | 1982-07-28 |
| EP0016150A1 (en) | 1980-10-01 |
| CA1133930A (en) | 1982-10-19 |
| IT1121010B (it) | 1986-03-26 |
| WO1980000250A1 (en) | 1980-02-21 |
| JPS55500427A (es) | 1980-07-17 |
| US4259519A (en) | 1981-03-31 |
| IT7968493A0 (it) | 1979-07-18 |
| BE877770A (fr) | 1979-11-16 |
| EP0016150A4 (en) | 1980-10-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| FR2456723A1 (fr) | Procede de production d'esters carboxyliques | |
| MY110253A (en) | Process for preparing carboxylic acids. | |
| CH614688A5 (en) | Process for the preparation of carboxylic acid anhydrides | |
| NZ240009A (en) | Process for preparation of carboxylic acid anhydrides by reaction of co with a carboxylic acid ester or alkyl ether | |
| ES482585A1 (es) | Un procedimiento mejorado para la conversion de olefinas en-esteres carboxilicos. | |
| ATE12036T1 (de) | Verfahren zur herstellung von beta-gammaunges|ttigten carbonsaeureestern. | |
| DE69006045D1 (de) | Verfahren zur Herstellung von Carbonsäuren. | |
| SE303831B (es) | ||
| FR2506761B1 (fr) | Procede catalytique de production d'un ester d'acide carboxylique par carbonylation d'une olefine en presence d'un alcool | |
| ES8103006A1 (es) | Procedimiento para la sintesis de sec-butanol a partir de butenos lineales | |
| DE3167220D1 (en) | Process for the preparation of esters by carbonylation of mono-unsaturated compounds | |
| GB1373568A (en) | Production of carboxylic acid esters | |
| ATE68780T1 (de) | Verfahren zur herstellung von glyoxylsaeure. | |
| GB904117A (en) | Improvements in or relating to catalytic reduction of pyridine and pyridine salts | |
| EP0226942A3 (de) | Verfahren zur Herstellung von ungesättigten aliphatischen Carbonsäureanhydriden | |
| KR910009624A (ko) | 알릴계 부텐올과 부텐올 에스테르의 카보닐화 | |
| GB987274A (en) | Improvements in and relating to the production of halides of unsaturated aliphatic acids or derivatives thereof | |
| IE44251L (en) | Manufacture of butenediol diesters and their secondary¹products | |
| RO82966A (ro) | Procedeu pentru obtinerea alcoolilor cu continut redus de compusi de azot prin hidrogenarea esterilor alchilici ai acizilor carboxilici | |
| GB950977A (en) | Process for the manufacture of vinyl esters | |
| ES2001439A6 (es) | Un procedimiento para preparar esteres carboxilato de alcoholes alfa-etilenicamente insaturados | |
| DE3660675D1 (en) | Process for the preparation of carboxylic acids and their esters | |
| KR830007668A (ko) | 6-아미노페니실란산 유도체의 제조방법 | |
| FR2381019A1 (fr) | Procede de preparation d'esters d'acides diphenyl-alcanoiques | |
| GB550134A (en) | Improvements relating to the production of carboxylic acids |