GB913903A - Alkanoic acid esters and process for their preparation - Google Patents
Alkanoic acid esters and process for their preparationInfo
- Publication number
- GB913903A GB913903A GB1440561A GB1440561A GB913903A GB 913903 A GB913903 A GB 913903A GB 1440561 A GB1440561 A GB 1440561A GB 1440561 A GB1440561 A GB 1440561A GB 913903 A GB913903 A GB 913903A
- Authority
- GB
- United Kingdom
- Prior art keywords
- esters
- preparation
- acid
- radical
- acid esters
- 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
- 150000002148 esters Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000002253 acid Substances 0.000 title 1
- 235000019439 ethyl acetate Nutrition 0.000 abstract 2
- -1 -disubstituted alkanoyl acetic acid ester Chemical class 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- 239000007868 Raney catalyst Substances 0.000 abstract 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 abstract 1
- 229910000564 Raney nickel Inorganic materials 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- FVRFCCJEOKSRNO-UHFFFAOYSA-N ethyl 3-hydroxy-2,2,3-trimethylpentanoate Chemical compound CCOC(=O)C(C)(C)C(C)(O)CC FVRFCCJEOKSRNO-UHFFFAOYSA-N 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- ARNWQMJQALNBBV-UHFFFAOYSA-N lithium carbide Chemical compound [Li+].[Li+].[C-]#[C-] ARNWQMJQALNBBV-UHFFFAOYSA-N 0.000 abstract 1
- 150000001247 metal acetylides Chemical class 0.000 abstract 1
- 230000001035 methylating effect Effects 0.000 abstract 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
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/732—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds of the general formula:- <FORM:0913903/IV (b)/1> (wherein R1 represents a lower alkyl or alkenyl radical of up to four carbon atoms, an aryl or aralkyl radical, or a halo substituted aryl or aralkyl radical, and R2, R3 and R4 each represent a lower alkyl radical) together with a process for their preparation by reacting an a ,a -disubstituted alkanoyl acetic acid ester of the formula:- <FORM:0913903/IV (b)/2> with a metal acetylide, preferably by use of lithium acetylide in liquid ammonia. A detailed example illustrates the preparation of 2,2,3-trimethyl - 3 - hydroxypentyne-(4)-acid-(1) ethyl ester, and also its hydrogenation using Raney nickel to 2,2,3-trimethyl-3-hydroxyvaleric acid ethyl ester. The required a ,a -disubstituted-b -alkanoyl acetic esters are prepared by alkylation etc. of the corresponding a -acetylpropionic acid esters or by methylating a -alkyl-, a -alkenyl-, or a -aralkyl-acetoacetic acid esters, a -alkanoylphenylacetic esters or a - alkanoylhalogenphenyl acetic esters.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH452960 | 1960-04-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB913903A true GB913903A (en) | 1962-12-28 |
Family
ID=4277788
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1440561A Expired GB913903A (en) | 1960-04-22 | 1961-04-21 | Alkanoic acid esters and process for their preparation |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE602874A (en) |
| ES (1) | ES266795A1 (en) |
| GB (1) | GB913903A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4898853A (en) * | 1988-02-16 | 1990-02-06 | Merck & Co. Inc. | Acetylenic esters |
-
1961
- 1961-04-21 BE BE602874A patent/BE602874A/en unknown
- 1961-04-21 ES ES0266795A patent/ES266795A1/en not_active Expired
- 1961-04-21 GB GB1440561A patent/GB913903A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4898853A (en) * | 1988-02-16 | 1990-02-06 | Merck & Co. Inc. | Acetylenic esters |
Also Published As
| Publication number | Publication date |
|---|---|
| ES266795A1 (en) | 1961-11-01 |
| BE602874A (en) | 1961-10-23 |
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