GB959162A - Process for the manufacture of acetals and acids from esters - Google Patents
Process for the manufacture of acetals and acids from estersInfo
- Publication number
- GB959162A GB959162A GB7539/63A GB753963A GB959162A GB 959162 A GB959162 A GB 959162A GB 7539/63 A GB7539/63 A GB 7539/63A GB 753963 A GB753963 A GB 753963A GB 959162 A GB959162 A GB 959162A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- methylal
- acetals
- esters
- ethoxy
- 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
- 239000002253 acid Substances 0.000 title abstract 3
- 150000001241 acetals Chemical class 0.000 title abstract 2
- 150000007513 acids Chemical class 0.000 title 1
- 150000002148 esters Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 230000002378 acidificating effect Effects 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 abstract 2
- YRHYCMZPEVDGFQ-UHFFFAOYSA-N n-decanoic acid methyl ester Natural products CCCCCCCCCC(=O)OC YRHYCMZPEVDGFQ-UHFFFAOYSA-N 0.000 abstract 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- KLKFAASOGCDTDT-UHFFFAOYSA-N ethoxymethoxyethane Chemical compound CCOCOCC KLKFAASOGCDTDT-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- FKRCODPIKNYEAC-UHFFFAOYSA-N propionic acid ethyl ester Natural products CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C27/00—Processes involving the simultaneous production of more than one class of oxygen-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/48—Preparation of compounds having groups
- C07C41/50—Preparation of compounds having groups by reactions producing groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Acetals and carboxylic acids are obtained by heating carboxylic acid esters with formaldehyde in the presence of acidic catalysts. Suitable acidic catalysts are, for example, sulphuric acid, hydrochloric acid, phosphoric acid, p-toluene sulphonic acid and cation exchangers. Examples are given of the conversion of (a) methylacetate to methylal and acetic acid; (b) b -methoxypropionic acid methyl ester to b -methoxypropionic acid and methylal, (c) b -ethoxy propionic acid ethyl ester to formaldehyde diethylacetal and b -ethoxy-propionic acid; and (d) n-decanoic acid methyl ester to n-decanoic acid and methylal.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEW31849A DE1162827B (en) | 1962-03-14 | 1962-03-14 | Process for the production of acetals and acids from esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB959162A true GB959162A (en) | 1964-05-27 |
Family
ID=7599873
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7539/63A Expired GB959162A (en) | 1962-03-14 | 1963-02-25 | Process for the manufacture of acetals and acids from esters |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE629526A (en) |
| CH (1) | CH437249A (en) |
| DE (1) | DE1162827B (en) |
| FR (1) | FR1350394A (en) |
| GB (1) | GB959162A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4021475A (en) | 1975-12-05 | 1977-05-03 | Eastman Kodak Company | Synthesis of aryl ethers of bis(hydroxymethyl) ether |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2208719A1 (en) | 2009-01-15 | 2010-07-21 | Sasol Solvents Germany GmbH | Process for the production of lower alcohols by olefin hydration |
-
0
- BE BE629526D patent/BE629526A/xx unknown
-
1962
- 1962-03-14 DE DEW31849A patent/DE1162827B/en active Pending
-
1963
- 1963-02-25 GB GB7539/63A patent/GB959162A/en not_active Expired
- 1963-03-12 FR FR927602A patent/FR1350394A/en not_active Expired
- 1963-03-12 CH CH309863A patent/CH437249A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4021475A (en) | 1975-12-05 | 1977-05-03 | Eastman Kodak Company | Synthesis of aryl ethers of bis(hydroxymethyl) ether |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1162827B (en) | 1964-02-13 |
| CH437249A (en) | 1967-06-15 |
| FR1350394A (en) | 1964-01-24 |
| BE629526A (en) |
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