CH269416A - Process for the preparation of a basic ester. - Google Patents
Process for the preparation of a basic ester.Info
- Publication number
- CH269416A CH269416A CH269416DA CH269416A CH 269416 A CH269416 A CH 269416A CH 269416D A CH269416D A CH 269416DA CH 269416 A CH269416 A CH 269416A
- Authority
- CH
- Switzerland
- Prior art keywords
- ester
- acetic acid
- propyl
- preparation
- basic
- Prior art date
Links
- 150000002148 esters Chemical class 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 235000005985 organic acids Nutrition 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 230000001225 therapeutic effect Effects 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 1
- IHFWMWVUSYTWDE-XWTMOSNGSA-N dimethamine Chemical compound C1[C@H](CN2C3=O)CN(C)C[C@H]1C2=CC=C3C(CCC(=O)N1C2)=C1[C@@H]1C[C@@H]2CN(C)C1 IHFWMWVUSYTWDE-XWTMOSNGSA-N 0.000 claims 1
- -1 dimethylaminopropyl ester Chemical class 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- JPAMKBKLNCSGRD-UHFFFAOYSA-N 2,4-dimethyl-2-(2-methylpropyl)pentanoic acid Chemical compound CC(C)CC(C)(C(O)=O)CC(C)C JPAMKBKLNCSGRD-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- FJKSSEJIYWLJCG-UHFFFAOYSA-N 2-ethyl-4-methyl-2-(2-methylpropyl)pentanoic acid Chemical compound C(C(C)C)C(C(=O)O)(CC)CC(C)C FJKSSEJIYWLJCG-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines basischen Esters. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines basischen 1:aters. Das Verfahren ist dadurch gekenn zeichnet, class man einen reaktionsfähigen Ester von Methyl-di-isobutyl-essigsäure-(- oxy-propyl)-ester, wie z. B. einen Halogen wasserstoff- oder Arylsulfonsäureester, mit Dinietliylaniin umsetzt.
Die erhaltene neue Verbindung-, der Dimethylaminopi-opylester der Metliyl-di-isobuty1-essigsäure, ist eine Base vom Siedepunkt. 1.17 bis 1.190 unter 13 min Druck. Sie lässt sich mit. anorganischen oder organischen Säuren in Salze überführen. Sie soll therapeutische Verwendung finden.
<I>Beispiel:</I> '?6,3 Teile des aus Methyl-di-isobut.y l-essig- säureefilorid und Pi-opy l.enchlorhy drin erhal tenen Met.liyl-cli-isobittyl-(;,-ehlor-propyl)- esters werden in der Wärme mit 9 Teilen Di- methylamin umgesetzt. Das Gemisch wird in verdünnter Salzsäure gelöst und durch Aus- schütteln mit Äther von geringen Mengen von Neutralteilen befreit..
Aus der sauren, wässri- geii Lösung wird hierauf durch Zusatz von konzentriertem Ammoniak der Basisehe Ester abgeschieden. Er wird in Ätlier aufgenommen, die ätherische Lösung mit Wasser gewaschen und getrocknet.
Der nach dein Abdestillieren des Äthen als Rückstand erhaltene Dinietlivl- aminopropylester der 1Iethyl-di-isobutyl-essig- säure siedet bei 147 bis 1490 -unter 13 inm Druck.
Process for the preparation of a basic ester. The present patent is a process for the production of a basic 1: ether. The method is characterized in that one class is a reactive ester of methyl-di-isobutyl-acetic acid - (- oxy-propyl) ester, such as. B. a halogen hydrogen or Arylsulfonsäureester, reacts with Dinietliylaniin.
The new compound obtained, the dimethylaminopi-opyl ester of methyl-di-isobutyl-acetic acid, is a base with a boiling point. 1.17 to 1.190 under 13 min pressure. She lets herself with. convert inorganic or organic acids into salts. It should find therapeutic use.
<I> Example: </I> '? 6.3 parts of the met.liyl-cli-isobittyl- (;, obtained from methyl-di-isobut.y l-acetic acid fluoride and pi-opy l.enchlorhy) -ehlor-propyl) esters are reacted with 9 parts of dimethylamine in the heat. The mixture is dissolved in dilute hydrochloric acid and small amounts of neutral parts are removed by shaking with ether.
The base ester is then deposited from the acidic, aqueous solution by adding concentrated ammonia. It is taken up in Ätlier, the ethereal solution washed with water and dried.
The dinietlivl-aminopropyl ester of ethyl-di-isobutyl-acetic acid, obtained as residue after distilling off the ether, boils at 147 to 1490 -under 13 m pressure.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH269416T | 1943-08-04 | ||
| CH245220T | 1943-08-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH269416A true CH269416A (en) | 1950-06-30 |
Family
ID=25729036
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH269416D CH269416A (en) | 1943-08-04 | 1943-08-04 | Process for the preparation of a basic ester. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH269416A (en) |
-
1943
- 1943-08-04 CH CH269416D patent/CH269416A/en unknown
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