GB567803A - Process for the manufacture of cyclohexanone glyoxalic esters - Google Patents
Process for the manufacture of cyclohexanone glyoxalic estersInfo
- Publication number
- GB567803A GB567803A GB923943A GB923943A GB567803A GB 567803 A GB567803 A GB 567803A GB 923943 A GB923943 A GB 923943A GB 923943 A GB923943 A GB 923943A GB 567803 A GB567803 A GB 567803A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cyclohexanone
- hrs
- manufacture
- anhydrous sodium
- sodium methoxide
- 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
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 title abstract 9
- 150000002148 esters Chemical class 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- UEDQBMDPISNJRV-UHFFFAOYSA-N 2-ethylcyclohexan-1-one;oxaldehydic acid Chemical compound OC(=O)C=O.CCC1CCCCC1=O UEDQBMDPISNJRV-UHFFFAOYSA-N 0.000 abstract 1
- -1 alkyl cyclohexanone Chemical compound 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- WYACBZDAHNBPPB-UHFFFAOYSA-N diethyl oxalate Chemical compound CCOC(=O)C(=O)OCC WYACBZDAHNBPPB-UHFFFAOYSA-N 0.000 abstract 1
- 239000005457 ice water Substances 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Cyclohexanone glyoxalic esters are prepared by contacting cyclohexanone or an alkyl cyclohexanone with a diester, especially a dialkyl ester, of oxalic acid at a low temperature, generally about 0 DEG C., in the presence of anhydrous sodium methoxide. In an example, a mixture of cyclohexanone and diethyl oxalate is cooled to about 0 DEG C., anhydrous sodium methoxide added over 2-3 hrs. so that the temperature does not rise above 5 DEG C., and the mixture left for 12 hrs. at about 0 DEG C. followed by 24 hrs. at room temperature. Ice water followed by ice-cold hydrochloric acid is added to yield ethyl cyclohexanone glyoxalate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB923943A GB567803A (en) | 1943-06-09 | 1943-06-09 | Process for the manufacture of cyclohexanone glyoxalic esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB923943A GB567803A (en) | 1943-06-09 | 1943-06-09 | Process for the manufacture of cyclohexanone glyoxalic esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB567803A true GB567803A (en) | 1945-03-05 |
Family
ID=9868086
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB923943A Expired GB567803A (en) | 1943-06-09 | 1943-06-09 | Process for the manufacture of cyclohexanone glyoxalic esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB567803A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0028445A3 (en) * | 1979-08-29 | 1982-08-11 | E.I. Du Pont De Nemours And Company | Acridinones, their preparation and use; intermediates and their preparation |
-
1943
- 1943-06-09 GB GB923943A patent/GB567803A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0028445A3 (en) * | 1979-08-29 | 1982-08-11 | E.I. Du Pont De Nemours And Company | Acridinones, their preparation and use; intermediates and their preparation |
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