DE1518712B2 - - Google Patents
Info
- Publication number
- DE1518712B2 DE1518712B2 DE19651518712 DE1518712A DE1518712B2 DE 1518712 B2 DE1518712 B2 DE 1518712B2 DE 19651518712 DE19651518712 DE 19651518712 DE 1518712 A DE1518712 A DE 1518712A DE 1518712 B2 DE1518712 B2 DE 1518712B2
- Authority
- DE
- Germany
- Prior art keywords
- transesterification
- orthoformate
- trimethyl orthoformate
- esters
- ion exchangers
- 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.)
- Granted
Links
- PYOKUURKVVELLB-UHFFFAOYSA-N trimethyl orthoformate Chemical compound COC(OC)OC PYOKUURKVVELLB-UHFFFAOYSA-N 0.000 claims description 22
- 238000005809 transesterification reaction Methods 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 6
- RLAHWVDQYNDAGG-UHFFFAOYSA-N Methanetriol Chemical compound OC(O)O RLAHWVDQYNDAGG-UHFFFAOYSA-N 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 150000002500 ions Chemical class 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 150000002905 orthoesters Chemical class 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- SGJBIFUEFLWXJY-UHFFFAOYSA-N 1-(dibutoxymethoxy)butane Chemical compound CCCCOC(OCCCC)OCCCC SGJBIFUEFLWXJY-UHFFFAOYSA-N 0.000 description 2
- RWNXXQFJBALKAX-UHFFFAOYSA-N 1-(dipropoxymethoxy)propane Chemical compound CCCOC(OCCC)OCCC RWNXXQFJBALKAX-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000010626 work up procedure Methods 0.000 description 2
- FPIVAWNGRDHRSQ-UHFFFAOYSA-N 2-[di(propan-2-yloxy)methoxy]propane Chemical compound CC(C)OC(OC(C)C)OC(C)C FPIVAWNGRDHRSQ-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- RHZUVFJBSILHOK-UHFFFAOYSA-N anthracen-1-ylmethanolate Chemical compound C1=CC=C2C=C3C(C[O-])=CC=CC3=CC2=C1 RHZUVFJBSILHOK-UHFFFAOYSA-N 0.000 description 1
- 239000003830 anthracite Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003864 humus Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- -1 orthoformic acid ester Chemical class 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003460 sulfonic acids 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
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/04—Formic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/04—Formic acid esters
- C07C69/06—Formic acid esters of monohydroxylic compounds
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 |
|---|---|---|---|
| DED0047704 | 1965-07-10 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1518712A1 DE1518712A1 (de) | 1969-06-12 |
| DE1518712B2 true DE1518712B2 (enExample) | 1974-08-22 |
| DE1518712C3 DE1518712C3 (de) | 1975-04-17 |
Family
ID=7050611
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19651518712 Expired DE1518712C3 (de) | 1965-07-10 | 1965-07-10 | Verfahren zur Herstellung von Orthoameisensäureestern höherer Alkohole |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE683679A (enExample) |
| CH (1) | CH462796A (enExample) |
| DE (1) | DE1518712C3 (enExample) |
| GB (1) | GB1099559A (enExample) |
| LU (1) | LU51512A1 (enExample) |
| NL (1) | NL6609612A (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10350105A1 (de) * | 2003-10-27 | 2005-05-25 | Basf Ag | Verfahren zur Herstellung von Orthoestern |
-
1965
- 1965-07-10 DE DE19651518712 patent/DE1518712C3/de not_active Expired
-
1966
- 1966-07-05 BE BE683679D patent/BE683679A/xx unknown
- 1966-07-07 GB GB3064566A patent/GB1099559A/en not_active Expired
- 1966-07-07 CH CH985666A patent/CH462796A/de unknown
- 1966-07-08 NL NL6609612A patent/NL6609612A/xx unknown
- 1966-07-08 LU LU51512A patent/LU51512A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1518712C3 (de) | 1975-04-17 |
| LU51512A1 (enExample) | 1966-09-08 |
| DE1518712A1 (de) | 1969-06-12 |
| CH462796A (de) | 1968-09-30 |
| BE683679A (enExample) | 1967-01-05 |
| GB1099559A (en) | 1968-01-17 |
| NL6609612A (enExample) | 1967-01-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1183899B (de) | Verfahren zur kontinuierlichen Herstellung von Glykolmonoestern | |
| DE918093C (de) | Verfahren zur Herstellung von substituierten Essigsaeuren mit Ausnahme von Glykolsaeure | |
| EP0623577B1 (de) | Herstellung von Carbonsäurehalogeniden und Carboxylat-Salzen | |
| DE1518712C3 (de) | Verfahren zur Herstellung von Orthoameisensäureestern höherer Alkohole | |
| DE1168407B (de) | Verfahren zur Herstellung von Trimethylphosphit oder Triaethylphosphit | |
| DE1067806B (de) | Verfahren zur kontinuierlichen Herstellung von Estern der Acryl- und Methacrylsaeuremit hoehermolekularen Alkoholen | |
| DE1543340B2 (enExample) | ||
| DE2058519B2 (de) | Verfahren zur gewinnung von ditrimethylolpropan aus einem dasselbe enthaltende reaktionsgemisch | |
| EP0286981B1 (de) | Verfahren zur Herstellung von Carbonsäuremethylestern | |
| DE2950100C2 (enExample) | ||
| DE2043689A1 (de) | Verfahren zum Entwässern von Essigsaure | |
| DE2217626C3 (de) | Verfahren zur Herstellung von Saligenin | |
| DE2425761A1 (de) | Kontinuierliches verfahren fuer die erzeugung eines diols aus einem diolester | |
| DE1643215C3 (enExample) | ||
| DE1643195C (enExample) | ||
| CH407070A (de) | Verfahren zur Trennung von Methanol enthaltenden Gemischen | |
| DE954060C (de) | Verfahren zur Herstellung von Dialkylestern der Cyclohexa-1, 4-dien-1, 4-dicarbonsaeure durch Wasserabspaltung in fluessigem Zustand | |
| DE2356867C3 (de) | Verfahren zur Herstellung von mehrwertigen Alkoholen | |
| DE3341907C2 (de) | Verfahren zur Gewinnung von Acetaldehyd | |
| DE1205076C2 (de) | Verfahren zur Herstellung von Estern der Orthoameisensaeure mit Alkanolen mit 2 bis 6 Kohlenstoffatomen | |
| DE874774C (de) | Verfahren zur Herstellung von Estern mehrwertiger Alkohole | |
| DE719571C (de) | Verfahren zur Herstellung von Aldehyden und Estern aus Aldehyddiacylaten | |
| DE892440C (de) | Verfahren zur Herstellung von substituierten Glutardialdehyden | |
| DE1162827B (de) | Verfahren zur Herstellung von Acetalen und Saeuren aus Estern | |
| DE1040043B (de) | Verfahren zur Herstellung von Estern von Chloraryloxyalkancarbonsaeuren |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EHJ | Ceased/non-payment of the annual fee |