GB1203174A - Manufacture of carboxylic acid esters - Google Patents
Manufacture of carboxylic acid estersInfo
- Publication number
- GB1203174A GB1203174A GB4437268A GB4437268A GB1203174A GB 1203174 A GB1203174 A GB 1203174A GB 4437268 A GB4437268 A GB 4437268A GB 4437268 A GB4437268 A GB 4437268A GB 1203174 A GB1203174 A GB 1203174A
- Authority
- GB
- United Kingdom
- Prior art keywords
- specified
- carbon
- reaction
- carboxylic acid
- acid esters
- 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
- 150000001733 carboxylic acid esters Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- URRHKOYTHDCSDA-UHFFFAOYSA-N 2,5,8,11-tetramethyldodec-2-ene Chemical group CC(C)CCC(C)CCC(C)CC=C(C)C URRHKOYTHDCSDA-UHFFFAOYSA-N 0.000 abstract 1
- ACUZDYFTRHEKOS-SNVBAGLBSA-N 2-Decanol Natural products CCCCCCCC[C@@H](C)O ACUZDYFTRHEKOS-SNVBAGLBSA-N 0.000 abstract 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 abstract 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 235000019445 benzyl alcohol Nutrition 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 1
- URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 abstract 1
- 239000004913 cyclooctene Substances 0.000 abstract 1
- ACUZDYFTRHEKOS-UHFFFAOYSA-N decan-2-ol Chemical compound CCCCCCCCC(C)O ACUZDYFTRHEKOS-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- DJLUGWFUVRDHLO-UHFFFAOYSA-N ethyl 4,5-dimethyl-6-oxo-7-propyl-7,8-dihydrocyclopenta[e][1]benzofuran-2-carboxylate Chemical class O=C1C(CCC)CC2=C1C(C)=C(C)C1=C2C=C(C(=O)OCC)O1 DJLUGWFUVRDHLO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052732 germanium Inorganic materials 0.000 abstract 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910000510 noble metal Inorganic materials 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Classifications
-
- 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
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B61/00—Other general methods
-
- 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
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
- C07C69/24—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with monohydroxylic compounds
- C07C69/26—Synthetic waxes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,203,174. Esters. ETHYL CORP. 18 Sept., 1968 [27 Sept., 1967], No. 44372/68. Heading C2C. Carboxylic acid esters are obtained by the reaction of carbon monoxide, an alcohol or phenol and one or more unsaturated compounds containing at least 8 carbon atoms and having at least one carbon-to-carbon double or triple bond, the reaction being effected in the presence of a catalyst comprising a salt of tin or germanium and a salt of a noble metal of Group VIII of the Periodic System and the reaction mixture also containing a ketone or ether, as a promoter. Specified alcohols or phenols include methanol, pentanol, 2-decanol, tert.-butanol, benzyl alcohol and C 1 -C 18 alkylphenols. Specified unsaturated compounds include octene-1, eicosene-1, various olefine mixtures containing 12-22 carbon atoms, cyclooctene, cyclooctadiene- 1,5, tetraisobutylene and octadecyne-1. A number of catalysts and promoters are also specified, and suitable reaction conditions are described. Examples are given.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US67111067A | 1967-09-27 | 1967-09-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1203174A true GB1203174A (en) | 1970-08-26 |
Family
ID=24693170
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4437268A Expired GB1203174A (en) | 1967-09-27 | 1968-09-18 | Manufacture of carboxylic acid esters |
Country Status (4)
| Country | Link |
|---|---|
| DE (1) | DE1793513A1 (en) |
| FR (1) | FR1581377A (en) |
| GB (1) | GB1203174A (en) |
| NL (1) | NL6813376A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003000640A1 (en) * | 2001-06-20 | 2003-01-03 | Eastman Chemical Company | Vapor-phase carbonylation of lower aliphatic alcohols using tin promoted iridium catalyst |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8722743D0 (en) * | 1987-09-28 | 1987-11-04 | Shell Int Research | Preparation of esters of carboxylic acids |
-
1968
- 1968-09-18 NL NL6813376A patent/NL6813376A/xx unknown
- 1968-09-18 FR FR1581377D patent/FR1581377A/fr not_active Expired
- 1968-09-18 GB GB4437268A patent/GB1203174A/en not_active Expired
- 1968-09-27 DE DE19681793513 patent/DE1793513A1/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003000640A1 (en) * | 2001-06-20 | 2003-01-03 | Eastman Chemical Company | Vapor-phase carbonylation of lower aliphatic alcohols using tin promoted iridium catalyst |
| CN1321970C (en) * | 2001-06-20 | 2007-06-20 | 伊斯曼化学公司 | Vapor-phase carbonylation of lower aliphatic alcohols using tin promoted iridium catalyst |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1581377A (en) | 1969-09-12 |
| DE1793513A1 (en) | 1971-07-01 |
| NL6813376A (en) | 1969-03-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |