CH625200A5 - Process for preparing alpha -oxoesters - Google Patents
Process for preparing alpha -oxoesters Download PDFInfo
- Publication number
- CH625200A5 CH625200A5 CH1224977A CH1224977A CH625200A5 CH 625200 A5 CH625200 A5 CH 625200A5 CH 1224977 A CH1224977 A CH 1224977A CH 1224977 A CH1224977 A CH 1224977A CH 625200 A5 CH625200 A5 CH 625200A5
- Authority
- CH
- Switzerland
- Prior art keywords
- process according
- acetylene compound
- osmium tetroxide
- carried out
- oxidation reaction
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000012285 osmium tetroxide Substances 0.000 claims abstract description 16
- 229910000489 osmium tetroxide Inorganic materials 0.000 claims abstract description 16
- -1 alkali metal chlorate Chemical class 0.000 claims abstract description 15
- XTEGARKTQYYJKE-UHFFFAOYSA-M chlorate Inorganic materials [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 claims abstract description 12
- 239000007800 oxidant agent Substances 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 3
- 125000003118 aryl group Chemical group 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 19
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 16
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- YHYKAMJEIQTQCW-UHFFFAOYSA-N sulfanylideneosmium Chemical compound [Os]=S YHYKAMJEIQTQCW-UHFFFAOYSA-N 0.000 claims description 3
- 239000012455 biphasic mixture Substances 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 239000007791 liquid phase Substances 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- 230000001590 oxidative effect Effects 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- VKJKEPKFPUWCAS-UHFFFAOYSA-M potassium chlorate Chemical compound [K+].[O-]Cl(=O)=O VKJKEPKFPUWCAS-UHFFFAOYSA-M 0.000 description 3
- GFMFJRQZRXAVKB-UHFFFAOYSA-N 1-but-2-ynoxybut-2-yne Chemical compound CC#CCOCC#CC GFMFJRQZRXAVKB-UHFFFAOYSA-N 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- 235000008206 alpha-amino acids Nutrition 0.000 description 2
- 150000001371 alpha-amino acids Chemical class 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- TUCNEACPLKLKNU-UHFFFAOYSA-N acetyl Chemical compound C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000004716 alpha keto acids Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000002534 ethynyl group Chemical class [H]C#C* 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- CWKLZLBVOJRSOM-UHFFFAOYSA-N methyl pyruvate Chemical compound COC(=O)C(C)=O CWKLZLBVOJRSOM-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 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
- C07C69/716—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT28041/76A IT1077057B (it) | 1976-10-06 | 1976-10-06 | Processo per la preparazione di alfa-ossoesteri |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH625200A5 true CH625200A5 (en) | 1981-09-15 |
Family
ID=11222803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1224977A CH625200A5 (en) | 1976-10-06 | 1977-10-06 | Process for preparing alpha -oxoesters |
Country Status (11)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5851892A (ja) * | 1981-09-24 | 1983-03-26 | Eisai Co Ltd | 粗エラスタ−ゼの製造方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3048622A (en) * | 1960-12-16 | 1962-08-07 | Union Carbide Corp | Preparation of alpha-ketoesters |
| US3065259A (en) * | 1961-02-27 | 1962-11-20 | Merck & Co Inc | Method of making alpha-diketones |
-
1976
- 1976-10-06 IT IT28041/76A patent/IT1077057B/it active
-
1977
- 1977-09-09 CA CA286,454A patent/CA1108178A/en not_active Expired
- 1977-09-16 GB GB38822/77A patent/GB1553330A/en not_active Expired
- 1977-09-20 FR FR7728242A patent/FR2367047A1/fr active Granted
- 1977-10-03 JP JP11796577A patent/JPS5346919A/ja active Pending
- 1977-10-05 DE DE2744828A patent/DE2744828C3/de not_active Expired
- 1977-10-05 LU LU78257A patent/LU78257A1/xx unknown
- 1977-10-06 NL NL7710999A patent/NL7710999A/xx not_active Application Discontinuation
- 1977-10-06 BE BE181507A patent/BE859443A/xx not_active IP Right Cessation
- 1977-10-06 CH CH1224977A patent/CH625200A5/it not_active IP Right Cessation
-
1979
- 1979-04-24 US US06/033,014 patent/US4232169A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE2744828B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1979-06-21 |
| GB1553330A (en) | 1979-09-26 |
| IT1077057B (it) | 1985-04-27 |
| BE859443A (fr) | 1978-04-06 |
| DE2744828C3 (de) | 1980-02-14 |
| FR2367047B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1982-10-22 |
| DE2744828A1 (de) | 1978-04-13 |
| NL7710999A (nl) | 1978-04-10 |
| LU78257A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-01-26 |
| JPS5346919A (en) | 1978-04-27 |
| CA1108178A (en) | 1981-09-01 |
| US4232169A (en) | 1980-11-04 |
| FR2367047A1 (fr) | 1978-05-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUE | Assignment |
Owner name: ANIC S.P.A. |
|
| PL | Patent ceased | ||
| PL | Patent ceased |