GB427810A - Improvements in or relating to the production of esters of methacrylic acid - Google Patents
Improvements in or relating to the production of esters of methacrylic acidInfo
- Publication number
- GB427810A GB427810A GB3025633A GB3025633A GB427810A GB 427810 A GB427810 A GB 427810A GB 3025633 A GB3025633 A GB 3025633A GB 3025633 A GB3025633 A GB 3025633A GB 427810 A GB427810 A GB 427810A
- Authority
- GB
- United Kingdom
- Prior art keywords
- water
- heated
- product
- refluxed
- alcohol
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/18—Preparation of carboxylic acid esters by conversion of a group containing nitrogen into an ester group
- C07C67/22—Preparation of carboxylic acid esters by conversion of a group containing nitrogen into an ester group from nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
In the manufacture of esters of methacrylic acid according to the parent Specification, the reaction product from acetone cyanhydrin and sulphuric acid is heated with a quantity of water, preferably not exceeding four molecular proportions based on the cyanhydrin, either before or during the heating with a monohydric alcohol. The reaction is preferably carried out by mixing acetone cyanhydrin with sulphuric acid or oleum in the presence of an antipolymerization catalyst at about 80--100 DEG C., heating the mixture to 100--140 DEG C. for some time, e.g. about an hour, adding water, preferably about two molecular proportions, refluxing, e.g. for about three hours, then adding the alcohol and refluxing for a further 2--3 hours. Alternatively, the water and alcohol may be added simultaneously and the mixture refluxed, e.g. for 15 hours. In examples: (1) crude acetone cyanhydrin (prepared by reacting acetone with hydrocyanic acid in the presence of caustic soda) is purified by distillation, heated with sulphuric acid containing flowers of sulphur, and the product is refluxed with water and methyl alcohol with the addition of tannic acid; (2) crude acetone cyanhydrin is heated with oleum containing flowers of sulphur and the product is treated as in (1); (3) crude acetone cyanhydrin is heated with sulphuric acid containing copper bronze powder and the product is refluxed with water and then with methyl alcohol; (4) the methyl alcohol in (3) is replaced by isopropyl alcohol; (5) as in (2) but using slightly stronger oleum and a lower temperature in the first stage; (6) rectified acetone cyanhydrin is heated with sulphuric acid containing sulphur, and the product is refluxed with water and butyl alcohol; (7) crude acetone cyanhydrin is heated with sulphuric acid containing flowers of sulphur, and the product is refluxed with water and n-butyl alcohol with the addition of tannic acid; (8) crude acetone cyanhydrin is heated with sulphuric acid containing copper bronze and the product is refluxed with water and then with isobutyl alcohol; (9) crude acetone cyanhydrin is heated with sulphuric acid containing a little sulphuric anhydride and also containing copper bronze powder, and the product is refluxed with water and then with glycol monoethyl ether containing tannic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3025633A GB427810A (en) | 1933-10-31 | 1933-10-31 | Improvements in or relating to the production of esters of methacrylic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3025633A GB427810A (en) | 1933-10-31 | 1933-10-31 | Improvements in or relating to the production of esters of methacrylic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB427810A true GB427810A (en) | 1935-04-30 |
Family
ID=10304758
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3025633A Expired GB427810A (en) | 1933-10-31 | 1933-10-31 | Improvements in or relating to the production of esters of methacrylic acid |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB427810A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2429460A (en) * | 1943-05-20 | 1947-10-21 | Du Pont | Manufacture of vinyl cyanide |
| US2469701A (en) * | 1946-02-13 | 1949-05-10 | American Cyanamid Co | Preparation of acrylic acid |
-
1933
- 1933-10-31 GB GB3025633A patent/GB427810A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2429460A (en) * | 1943-05-20 | 1947-10-21 | Du Pont | Manufacture of vinyl cyanide |
| US2469701A (en) * | 1946-02-13 | 1949-05-10 | American Cyanamid Co | Preparation of acrylic acid |
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