GB700186A - Production of alpha-acetotetronic acids - Google Patents
Production of alpha-acetotetronic acidsInfo
- Publication number
- GB700186A GB700186A GB110/51A GB11051A GB700186A GB 700186 A GB700186 A GB 700186A GB 110/51 A GB110/51 A GB 110/51A GB 11051 A GB11051 A GB 11051A GB 700186 A GB700186 A GB 700186A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sodium
- acetotetronic
- methyl
- esters
- acetoacetate
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/60—Two oxygen atoms, e.g. succinic anhydride
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
a -Acetotetronic acids are produced by treating an acetoacetic ester of the formula <FORM:0700186/IV(b)/1> wherein R1 and R2 represent H, aryl, aralkyl, alicyclic, lower alkyl or 2- alkylene groups forming part of a ring, and R3 is lower alkyl up to hexyl, with a Claisen-type catalyst, thus removing an alcohol group. The products have the formula <FORM:0700186/IV(b)/2> The required acetoacetic esters of hydroxy esters may be obtained by the action of diketene on carboxylic esters having a OH group a - to the CO OH group. In examples the acetoacetate of ethyl lactate, obtained by the action of diketene on ethyl lactate, heated with sodium in a solvent gives g -methyl-a -acetyltetronic acid, the acetoacetate of methyl mandelate gives g -phenyl-a -acetotetronic acid, and the acetoacetate of methyl a -hydroxyisobutyrate gives g -g -dimethyl-a -acetotetronic acid. The sodium may be replaced generally by potassium, sodium or potassium methylate, ethylate, propylate, butylate, amylate or hexylate triphenyl methyl sodium, sodamide, and sodium hydride. Aryl groups in position R1 or R2 may be substituted. The acetoacetic esters of the following hydroxy acids are also specified as starting materials: glycollic, isopropylmandelic atrolactic, benzilic, leusic, a -OH-hydrocinnamic, cyclohexylglycollic, dibenzylglycollic, and others.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB110/51A GB700186A (en) | 1951-01-02 | 1951-01-02 | Production of alpha-acetotetronic acids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB110/51A GB700186A (en) | 1951-01-02 | 1951-01-02 | Production of alpha-acetotetronic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB700186A true GB700186A (en) | 1953-11-25 |
Family
ID=9698586
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB110/51A Expired GB700186A (en) | 1951-01-02 | 1951-01-02 | Production of alpha-acetotetronic acids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB700186A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1161260B (en) * | 1960-07-23 | 1964-01-16 | Dr Karl Thomae Gesellschaft mit beschrankter Haftung, Biberach/Riß | Process for the preparation of new alpha-enol acylates of beta-acyl-gamma-phenyl-alpha-tetronic acids. |
-
1951
- 1951-01-02 GB GB110/51A patent/GB700186A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1161260B (en) * | 1960-07-23 | 1964-01-16 | Dr Karl Thomae Gesellschaft mit beschrankter Haftung, Biberach/Riß | Process for the preparation of new alpha-enol acylates of beta-acyl-gamma-phenyl-alpha-tetronic acids. |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB700186A (en) | Production of alpha-acetotetronic acids | |
| GB737458A (en) | Production of alpha-acetotetronic acids | |
| ES421713A1 (en) | Pregnane acid derivatives | |
| GB953775A (en) | Processes for the preparation of sorbic acid and alkyl esters of sorbic acid | |
| GB749458A (en) | Process for the production of polyvinyl alcohol | |
| ES328657A1 (en) | A procedure for the obtaining of new 1,3-dioxan-2-carboxylic acids and their alkaline salts. (Machine-translation by Google Translate, not legally binding) | |
| GB803120A (en) | Improvements in the preparation of keto acids | |
| GB799797A (en) | An improved process for the manufacture of unsaturated ketones | |
| GB682823A (en) | Manufacture of 3:3-carbalkoxy-methylene-bis-(4-hydroxy-coumarins) | |
| GB823180A (en) | Improvements in the production of epoxidic compounds | |
| GB587545A (en) | Production of mono- and di-ª‡-substituted ª‡-alkoxy-acetic acids and of ª‡,ª‰-unsaturated esters therefrom | |
| GB585833A (en) | Alkamine esters of pyrrole-2, 4-dicarboxylic acids | |
| GB613705A (en) | Process of preparing new substituted thiobarbituric acids | |
| Takeda et al. | Lactone Carboxylic Acids. I. Synthesis of α, γ-Substituted Paraconic Acids | |
| GB808279A (en) | Manufacture of hydrophenanthryl-carboxylic acids and functional derivatives thereof | |
| GB641320A (en) | Improvements in and relating to the production of polymeric esters | |
| GB1168798A (en) | Furan Derivatives and a Process for Their Preparation. | |
| GB606193A (en) | Improvements in or relating to thiophene compounds and processes of preparing the same | |
| GB1000528A (en) | 18-o-acyl-17-hydroxy-yohimbane derivatives | |
| GB903951A (en) | Process for the manufacture of thiophenecarboxylic acids and their esters | |
| GB801422A (en) | Improvements in or relating to steroids and the manufacture thereof | |
| GB911481A (en) | New thiophane derivatives and process for their production | |
| GB738057A (en) | Method of producing furan-2-carboxylic acid derivatives substituted in the 5-position | |
| GB933148A (en) | Process for the manufacture of diketene polymers | |
| GB591710A (en) | Improvement in ethers of esters of lactic acid |