CA1051911A - Process for the preparation of epoxydes of organic enolesters - Google Patents
Process for the preparation of epoxydes of organic enolestersInfo
- Publication number
- CA1051911A CA1051911A CA227,119A CA227119A CA1051911A CA 1051911 A CA1051911 A CA 1051911A CA 227119 A CA227119 A CA 227119A CA 1051911 A CA1051911 A CA 1051911A
- Authority
- CA
- Canada
- Prior art keywords
- alkaline
- organic
- preparation
- general formula
- enolesters
- 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
- 238000000034 method Methods 0.000 title claims abstract description 8
- 238000002360 preparation method Methods 0.000 title claims abstract description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 5
- 239000002904 solvent Substances 0.000 claims abstract description 5
- -1 alkyl acetates Chemical class 0.000 claims abstract description 4
- 150000002118 epoxides Chemical class 0.000 claims abstract description 4
- 150000003839 salts Chemical class 0.000 claims abstract description 4
- 150000001298 alcohols Chemical class 0.000 claims abstract description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 3
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 3
- RMRFFCXPLWYOOY-UHFFFAOYSA-N allyl radical Chemical group [CH2]C=C RMRFFCXPLWYOOY-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 3
- 150000002367 halogens Chemical class 0.000 claims abstract description 3
- 150000002576 ketones Chemical class 0.000 claims abstract description 3
- 239000007791 liquid phase Substances 0.000 claims abstract description 3
- 239000000463 material Substances 0.000 claims abstract description 3
- 150000007524 organic acids Chemical class 0.000 claims abstract description 3
- 235000005985 organic acids Nutrition 0.000 claims abstract description 3
- 239000000543 intermediate Substances 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- WBNCHVFLFSFIGK-UHFFFAOYSA-N 2-chlorooxirane Chemical compound ClC1CO1 WBNCHVFLFSFIGK-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- MIQMFTDGRBLTFQ-UHFFFAOYSA-N ethenyl 2-oxoacetate Chemical compound C=COC(=O)C=O MIQMFTDGRBLTFQ-UHFFFAOYSA-N 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- VXXBLXHZSNBQHD-UHFFFAOYSA-N C(C)(=O)OC=C.[Na] Chemical compound C(C)(=O)OC=C.[Na] VXXBLXHZSNBQHD-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/48—Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2286974A IT1012478B (it) | 1974-05-17 | 1974-05-17 | Processo per la preparazione di epossidi di enolesteri organici |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1051911A true CA1051911A (en) | 1979-04-03 |
Family
ID=11201369
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA227,119A Expired CA1051911A (en) | 1974-05-17 | 1975-05-16 | Process for the preparation of epoxydes of organic enolesters |
Country Status (10)
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2086077A (en) * | 1934-05-09 | 1937-07-06 | Shell Dev | Treatment of halogenated epoxides |
| US2824112A (en) * | 1956-09-24 | 1958-02-18 | Escambia Chem Corp | Production of alpha chlorostyrene oxide |
| DE1084707B (de) * | 1958-10-22 | 1960-07-07 | Akad Wissenschaften Ddr | Verfahren zur Herstellung von ª‡-Chlorolefinoxyden |
| GB936808A (en) * | 1959-05-19 | 1963-09-11 | Shell Int Research | Improvements in or relating to the production of epoxy alkyl esters |
| CH508614A (de) * | 1968-09-30 | 1971-06-15 | Ciba Geigy Ag | Verfahren zur Herstellung von neuen Diglycidylestern aliphatischer Dicarbonsäuren und deren Verwendung in härtbaren Gemischen |
| US3661938A (en) * | 1970-01-27 | 1972-05-09 | Gulf Research Development Co | Process for the preparation of glycidyl esters |
-
1974
- 1974-05-17 IT IT2286974A patent/IT1012478B/it active
-
1975
- 1975-05-14 DE DE19752521479 patent/DE2521479C3/de not_active Expired
- 1975-05-14 BE BE156322A patent/BE829044A/xx not_active IP Right Cessation
- 1975-05-15 CH CH627075A patent/CH605881A5/xx not_active IP Right Cessation
- 1975-05-15 GB GB2072975A patent/GB1503774A/en not_active Expired
- 1975-05-16 NL NL7505842A patent/NL7505842A/xx not_active Application Discontinuation
- 1975-05-16 LU LU72489A patent/LU72489A1/xx unknown
- 1975-05-16 FR FR7515522A patent/FR2271220B1/fr not_active Expired
- 1975-05-16 JP JP5749075A patent/JPS514115A/ja active Granted
- 1975-05-16 CA CA227,119A patent/CA1051911A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH605881A5 (enrdf_load_stackoverflow) | 1978-10-13 |
| BE829044A (fr) | 1975-09-01 |
| FR2271220B1 (enrdf_load_stackoverflow) | 1977-07-08 |
| DE2521479C3 (de) | 1982-03-04 |
| IT1012478B (it) | 1977-03-10 |
| DE2521479B2 (de) | 1981-02-26 |
| JPS5218681B2 (enrdf_load_stackoverflow) | 1977-05-24 |
| JPS514115A (en) | 1976-01-14 |
| DE2521479A1 (de) | 1975-11-20 |
| LU72489A1 (enrdf_load_stackoverflow) | 1975-08-28 |
| GB1503774A (en) | 1978-03-15 |
| FR2271220A1 (enrdf_load_stackoverflow) | 1975-12-12 |
| NL7505842A (nl) | 1975-11-19 |
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