GB793514A - Process for the preparation of ª†-2:4-dichlorophenoxybutyric acid and derivatives thereof - Google Patents
Process for the preparation of ª†-2:4-dichlorophenoxybutyric acid and derivatives thereofInfo
- Publication number
- GB793514A GB793514A GB2592355A GB2592355A GB793514A GB 793514 A GB793514 A GB 793514A GB 2592355 A GB2592355 A GB 2592355A GB 2592355 A GB2592355 A GB 2592355A GB 793514 A GB793514 A GB 793514A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction
- butyrolactone
- entrainer
- alkali metal
- heating
- 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
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
- C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
- C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Gamma - (2 : 4 - dichlorophenoxy) - butyric acid is made by heating an alkali metal salt of 2 : 4-dichlorophenol with butyrolactone under substantially anhydrous conditions. The reaction is suitably carried out by treating the corresponding phenol with aqueous alkali, removing the water by co-distillation with an entrainer liquid, adding butyrolactone to the resulting mixture of alkali metal phenoxide and entraining liquid, removing the entrainer by distillation and heating the residue at a temperature above 140 DEG C., preferably at 140-210 DEG C. to complete the reaction. The reaction may also be carried out by heating a mixture of the phenol in aqueous alkali with butyrolactone and the entrainer to successively distil off the azeotrope and the entrainer, whereafter the temperature is raised to that required for reaction between the phenoxide and butyrolactone. Suitable entraining liquids include chlorobenzene, white spirit, o-dichlorobenzene and xylene, the preferred liquids being alcohols boiling in the range 100-200 DEG C. such as n-butanol. The reaction between the alkali metal phenoxide and the butyrolactone may also be carried out continuously by passing the reactants, optionally under pressure, through a heated tube. The free acid may be isolated from the alkali metal salt obtained as reaction product, by known methods. The products are used as selective herbicides.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2592355A GB793514A (en) | 1954-09-09 | 1954-09-09 | Process for the preparation of ª†-2:4-dichlorophenoxybutyric acid and derivatives thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2592355A GB793514A (en) | 1954-09-09 | 1954-09-09 | Process for the preparation of ª†-2:4-dichlorophenoxybutyric acid and derivatives thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB793514A true GB793514A (en) | 1958-04-16 |
Family
ID=10235525
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2592355A Expired GB793514A (en) | 1954-09-09 | 1954-09-09 | Process for the preparation of ª†-2:4-dichlorophenoxybutyric acid and derivatives thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB793514A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3005695A (en) * | 1958-07-16 | 1961-10-24 | Allied Chem | 4-(2-chloro-4-fluoro-phenoxy)-butanoic acid and salts and esters thereof |
| US3076025A (en) * | 1959-11-30 | 1963-01-29 | Union Carbide Corp | Process for the production of substituted phenoxyalkanoic acid |
| DE1155139B (en) * | 1958-08-16 | 1963-10-03 | Basf Ag | Process for the production of alkali salts of phenoxy fatty acids |
| CN115536514A (en) * | 2022-09-15 | 2022-12-30 | 安徽兴隆化工有限公司 | Production process and system of 2, 4-D butyric acid |
-
1954
- 1954-09-09 GB GB2592355A patent/GB793514A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3005695A (en) * | 1958-07-16 | 1961-10-24 | Allied Chem | 4-(2-chloro-4-fluoro-phenoxy)-butanoic acid and salts and esters thereof |
| DE1155139B (en) * | 1958-08-16 | 1963-10-03 | Basf Ag | Process for the production of alkali salts of phenoxy fatty acids |
| US3076025A (en) * | 1959-11-30 | 1963-01-29 | Union Carbide Corp | Process for the production of substituted phenoxyalkanoic acid |
| CN115536514A (en) * | 2022-09-15 | 2022-12-30 | 安徽兴隆化工有限公司 | Production process and system of 2, 4-D butyric acid |
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