DE1593405C - - Google Patents
Info
- Publication number
- DE1593405C DE1593405C DE19661593405 DE1593405A DE1593405C DE 1593405 C DE1593405 C DE 1593405C DE 19661593405 DE19661593405 DE 19661593405 DE 1593405 A DE1593405 A DE 1593405A DE 1593405 C DE1593405 C DE 1593405C
- Authority
- DE
- Germany
- Prior art keywords
- ethyl ester
- ethyl
- yield
- acid
- distilled
- 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
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- 125000004494 ethyl ester group Chemical group 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 6
- XYIBRDXRRQCHLP-UHFFFAOYSA-N Ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Substances OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- RBTARNINKXHZNM-UHFFFAOYSA-K Iron(III) chloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 3
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 2
- XEAQIWGXBXCYFX-GUOLPTJISA-N Kawain Chemical compound C1C(OC)=CC(=O)O[C@H]1\C=C\C1=CC=CC=C1 XEAQIWGXBXCYFX-GUOLPTJISA-N 0.000 description 2
- -1 acetoacetic acid ester Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
- 230000001476 alcoholic Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- LAPXQIPANPGXCP-WAYWQWQTSA-N ethyl (Z)-3-methoxybut-2-enoate Chemical compound CCOC(=O)\C=C(\C)OC LAPXQIPANPGXCP-WAYWQWQTSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DES0105117 | 1966-07-29 | ||
| DES0105117 | 1966-07-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1593405A1 DE1593405A1 (de) | 1971-07-22 |
| DE1593405C true DE1593405C (nl) | 1973-04-12 |
Family
ID=7526323
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661593405 Granted DE1593405A1 (de) | 1966-07-29 | 1966-07-29 | Verfahren zur Darstellung von Alkoxycrotonsaeureestern |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3507907A (nl) |
| AT (1) | AT271412B (nl) |
| BE (1) | BE701136A (nl) |
| CH (1) | CH486414A (nl) |
| DE (1) | DE1593405A1 (nl) |
| DK (1) | DK128490B (nl) |
| GB (1) | GB1137466A (nl) |
| LU (1) | LU54192A1 (nl) |
| NL (1) | NL6710269A (nl) |
| NO (1) | NO118490B (nl) |
| SE (1) | SE340273B (nl) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2268010B1 (nl) * | 1974-04-22 | 1976-10-29 | Roussel Uclaf | |
| GB9405492D0 (en) * | 1994-03-21 | 1994-05-04 | Zeneca Ltd | Chemical compounds |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2571212A (en) * | 1948-10-02 | 1951-10-16 | Rohm & Haas | Preparation of ether-substituted unsaturated esters |
-
1966
- 1966-07-29 DE DE19661593405 patent/DE1593405A1/de active Granted
-
1967
- 1967-07-03 AT AT616367A patent/AT271412B/de active
- 1967-07-05 CH CH952067A patent/CH486414A/de not_active IP Right Cessation
- 1967-07-10 BE BE701136D patent/BE701136A/xx not_active IP Right Cessation
- 1967-07-22 NO NO169146A patent/NO118490B/no unknown
- 1967-07-25 NL NL6710269A patent/NL6710269A/xx unknown
- 1967-07-26 US US655991A patent/US3507907A/en not_active Expired - Lifetime
- 1967-07-27 LU LU54192D patent/LU54192A1/xx unknown
- 1967-07-27 GB GB34601/67A patent/GB1137466A/en not_active Expired
- 1967-07-27 DK DK386667AA patent/DK128490B/da unknown
- 1967-07-28 SE SE10957/67*A patent/SE340273B/xx unknown
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