CH154433A - Process for the preparation of a basic ether of an aromatically substituted carbonyl compound. - Google Patents
Process for the preparation of a basic ether of an aromatically substituted carbonyl compound.Info
- Publication number
- CH154433A CH154433A CH154433DA CH154433A CH 154433 A CH154433 A CH 154433A CH 154433D A CH154433D A CH 154433DA CH 154433 A CH154433 A CH 154433A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- carbonyl compound
- substituted carbonyl
- aromatically substituted
- basic ether
- Prior art date
Links
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title claims description 12
- 150000001728 carbonyl compounds Chemical class 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims 2
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 230000001225 therapeutic effect Effects 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- WRYDGMWSKBGVHS-UHFFFAOYSA-N 2-bromo-n,n-diethylethanamine Chemical compound CCN(CC)CCBr WRYDGMWSKBGVHS-UHFFFAOYSA-N 0.000 description 1
- HLMHCDKXKXBKQK-UHFFFAOYSA-N 2-bromoethyl(diethyl)azanium;bromide Chemical compound Br.CCN(CC)CCBr HLMHCDKXKXBKQK-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Yerfahren zur Darstellung eines basischen Äthers einer aromatisch substituierten Carbonylverbindung. Es wurde gefunden, dass man zu einem basischen Äther einer aromatisch substituier ten Carbonylverbindung gelangen kann, wenn man einen reaktionsfähigen Ester des Diäthyl- aminoäthanots in Gegenwart säurebindender Mittel auf 2-Oxy-4-methoxy-acetophenon ein wirken lässt.
Das so erhaltene 2 - Diäthylamiiioäthoxy- 4-methoxy-acetopherion siedet bei<B>186-1870</B> unter 5 mm Druck. Es ist ein weingelbes 01. Das Hydrochlorid löst sich leicht in Wasser mit lackmusneutraler Reaktion.
Die neue Verbindung soll zu therapeuti schen Zwecken Verwendung finden. <I>Beispiel:</I> 1 Teil 2-Oxy-4-methoxy-acetophenon, 2,3 Teile Bromäthyldiäthylamin - hydrobromid, 5 Teile Kaliumcarbonat und 26 Teile Aceton werden unter gutem Rühren während einigen Stunden gekocht. Aus dem Filtrat wird das Aceton und der Bromäthyldiäthylamin-ÜUber- schuss abdestilliert. Der Rückstand wird in Äther aufgenommen und mit verdünnter Lauge ausgeschüttelt. Hierauf trocknet man die Lösung, vertreibt den Äther und destil liert den Rückstand im Vakuum.
Yerfahren for the preparation of a basic ether of an aromatically substituted carbonyl compound. It has been found that a basic ether of an aromatically substituted carbonyl compound can be obtained if a reactive ester of diethyl aminoethanol is allowed to act on 2-oxy-4-methoxy-acetophenone in the presence of acid-binding agents.
The 2-diethylamiiioethoxy-4-methoxy-acetopherion thus obtained boils at 186-1870 under 5 mm pressure. It is a wine-yellow 01. The hydrochloride dissolves easily in water with a litmus-neutral reaction.
The new connection is intended to be used for therapeutic purposes. <I> Example: </I> 1 part of 2-oxy-4-methoxy-acetophenone, 2.3 parts of bromoethyl diethylamine hydrobromide, 5 parts of potassium carbonate and 26 parts of acetone are boiled for a few hours with thorough stirring. The acetone and the excess bromoethyl diethylamine are distilled off from the filtrate. The residue is taken up in ether and extracted with dilute lye. The solution is then dried, the ether is driven off and the residue is distilled in vacuo.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH154433T | 1930-08-28 | ||
| CH152087T | 1930-08-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH154433A true CH154433A (en) | 1932-04-30 |
Family
ID=25715936
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH154433D CH154433A (en) | 1930-08-28 | 1930-08-28 | Process for the preparation of a basic ether of an aromatically substituted carbonyl compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH154433A (en) |
-
1930
- 1930-08-28 CH CH154433D patent/CH154433A/en unknown
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