GB646424A - Process for producing aldehydes - Google Patents
Process for producing aldehydesInfo
- Publication number
- GB646424A GB646424A GB23404/46A GB2340446A GB646424A GB 646424 A GB646424 A GB 646424A GB 23404/46 A GB23404/46 A GB 23404/46A GB 2340446 A GB2340446 A GB 2340446A GB 646424 A GB646424 A GB 646424A
- Authority
- GB
- United Kingdom
- Prior art keywords
- esters
- olefine
- hydrogen
- catalyst
- cobalt
- 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
- 150000001299 aldehydes Chemical class 0.000 title abstract 2
- 150000002148 esters Chemical class 0.000 abstract 5
- 239000003054 catalyst Substances 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 2
- 150000001261 hydroxy acids Chemical class 0.000 abstract 2
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadec-1-ene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 abstract 2
- KEIFWROAQVVDBN-UHFFFAOYSA-N 1,2-dihydronaphthalene Chemical compound C1=CC=C2C=CCCC2=C1 KEIFWROAQVVDBN-UHFFFAOYSA-N 0.000 abstract 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 1
- 238000013019 agitation Methods 0.000 abstract 1
- 239000003570 air Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910000278 bentonite Inorganic materials 0.000 abstract 1
- 239000000440 bentonite Substances 0.000 abstract 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000004927 clay Substances 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- FQMNUIZEFUVPNU-UHFFFAOYSA-N cobalt iron Chemical compound [Fe].[Co].[Co] FQMNUIZEFUVPNU-UHFFFAOYSA-N 0.000 abstract 1
- 229910000428 cobalt oxide Inorganic materials 0.000 abstract 1
- IVMYJDGYRUAWML-UHFFFAOYSA-N cobalt(ii) oxide Chemical compound [Co]=O IVMYJDGYRUAWML-UHFFFAOYSA-N 0.000 abstract 1
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 1
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 abstract 1
- 125000005456 glyceride group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 abstract 1
- 229940073769 methyl oleate Drugs 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 abstract 1
- 239000004006 olive oil Substances 0.000 abstract 1
- 235000008390 olive oil Nutrition 0.000 abstract 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C27/00—Processes involving the simultaneous production of more than one class of oxygen-containing compounds
- C07C27/20—Processes involving the simultaneous production of more than one class of oxygen-containing compounds by oxo-reaction
- C07C27/22—Processes involving the simultaneous production of more than one class of oxygen-containing compounds by oxo-reaction with the use of catalysts which are specific for this process
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Aliphatic or cycloaliphatic aldehydes are produced by reacting hydrogen, carbon monoxide, and an olefine, a cyclo-olefine, an olefinic carboxylic acid in which the olefinic linkage is not immediately adjacent to the carboxyl group, or an ester of such an acid at a temperature of at least 80 DEG C. under a pressure of 10-50 atmospheres and with agitation in the presence of a cobalt-containing catalyst for the reaction, the olefine, cyclo-olefine, acid or ester having a saturation vapour pressure of not more than one atmosphere at the temperature of the reaction and having at least one hydrogen atom attached to each carbon atom of the olefinic linkage. The catalyst is preferably partly reduced cobalt oxide, activated with ferric oxide, and may be supported on an inert material, e.g. clay, kieselguhr, or bentonite. The aldehydoacids obtained, or their esters, may be reduced or oxidized, using the same catalyst and hydrogen or air to the corresponding hydroxy-acids or dicarboxylic acids and esters or half-esters, and these esters may be saponified. In examples, hydrogen and carbon monoxide are reacted with the following in presence of a cobalt-iron catalyst as above: (1) 1-octadecene; (2) pinene or dihydronaphthalene; (3) methyl oleate; (4) olive oil; (5) grapestone oil. The product of (3) is oxidized to give methyl half-esters of diacids, and the products of (4) and (5) are reduced to glycerides of hydroxy acids.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT646424X | 1945-08-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB646424A true GB646424A (en) | 1950-11-22 |
Family
ID=11297022
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB23404/46A Expired GB646424A (en) | 1945-08-08 | 1946-08-07 | Process for producing aldehydes |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB646424A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2802843A (en) * | 1952-01-17 | 1957-08-13 | Ruhrchemie Ag | Oxo synthesis |
| US2909538A (en) * | 1957-12-10 | 1959-10-20 | Exxon Research Engineering Co | Preparation of hydroxy acids |
| DE1108199B (en) * | 1957-07-31 | 1961-06-08 | Ajinomoto Kk | Process for the production of ª ‰ -cyanopropionaldehyde by the oxo synthesis |
| DE1225627B (en) * | 1962-07-12 | 1966-09-29 | Ajinomoto Kk | Process for the preparation of alpha-acyloxypropionaldehydes |
-
1946
- 1946-08-07 GB GB23404/46A patent/GB646424A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2802843A (en) * | 1952-01-17 | 1957-08-13 | Ruhrchemie Ag | Oxo synthesis |
| DE1108199B (en) * | 1957-07-31 | 1961-06-08 | Ajinomoto Kk | Process for the production of ª ‰ -cyanopropionaldehyde by the oxo synthesis |
| US2909538A (en) * | 1957-12-10 | 1959-10-20 | Exxon Research Engineering Co | Preparation of hydroxy acids |
| DE1225627B (en) * | 1962-07-12 | 1966-09-29 | Ajinomoto Kk | Process for the preparation of alpha-acyloxypropionaldehydes |
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