CH234452A - Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. - Google Patents
Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid.Info
- Publication number
- CH234452A CH234452A CH234452DA CH234452A CH 234452 A CH234452 A CH 234452A CH 234452D A CH234452D A CH 234452DA CH 234452 A CH234452 A CH 234452A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- phenyl
- carboxylic acid
- marked
- diethyl
- Prior art date
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines basischen Esters einer 1-Aryl-cycloalkyl-1-carbonsäure. Gegenstand des vorliegenden Patentes ist ,ein Verfahren zur Darstellung eines baei- schen Esters einer 1-Aryl-cycloalkyl-l-car- bonsäure. Das Verfahren ist dadurch gekenn zeichnet,
dhss. man Diäthylaminoäthanol auf eine Verbindung der Formel
EMI0001.0015
worin X einen bei der Reaktion sich abspal tenden Rest bedeutet, gegebenenfalls in Ge genwart eines gondensabionsmittels, einwir ken lässt.
Der 1-Phenyl-oyclopentyl-l-carbonsäure- däthylaminoäthano#lester bildet eine farblose Flüssigkeit vom Siedepunkt 112-115 unter 0,07 mm, sein Hyd-rochlo@rid" schmilzt bei l.45-146 .
Die neue Verbindung ;soll therapeutischs Verwendung finden. Beispiel: 19 Teile 1-Plienyl-cyclopentyl-l-carbon- säure werden mit Thonylchlorid in üblicher Weise in das Säurechlorid übergeführt und dieses in 200 Teilen absolutem Benzol: gelöst.
Unter Rühren tropft man eine Lösung von 11,7 Teilen Diäthylamnoätlianol in 50 Teilen absalü-tem Benzol zu und erwärmt an schliessend 2 Stunden zum Sieden. Man schüttelt zweimal mit Wasser und einmal mit verdünnter Salzsäure aus.
Die vereinig- ten wässrigen Lösungen werden ausgeäthert, die Base mit Pottasche in Freiheit gesetzt und in Äther aufgenommen.
Die ätherisiche Lösung wird mit Wasser gewaschen, über Pottasche getrocknet und das, Lösungsmittel lestilliert. Die neue Verbindung siedet bei <B>a</B> -bc 112-115 unter 0,07 ' mim, ihr Hydrochlorid schmilzt bei 145-146 .
An Stelle des Säurechlorids können auch andere Halogenide der 1-Phenyl-cyc1opentyl- 1.-earbons,äuTe, die Säure selbst, ihre Ester oder ihr Anhy dmid verwendet werden.
Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. The subject of the present patent is a process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. The procedure is characterized by
dhss. one diethylaminoethanol on a compound of the formula
EMI0001.0015
where X denotes a radical which splits off during the reaction, optionally in the presence of a condensation absorbent, can act.
The 1-phenyl-cyclopentyl-1-carboxylic acid däthylaminoäthano # lester forms a colorless liquid with a boiling point 112-115 below 0.07 mm, its hydrochloride "melts at 1.45-146.
The new connection; should be used therapeutically. Example: 19 parts of 1-plienyl-cyclopentyl-1-carboxylic acid are converted into the acid chloride with thonyl chloride in the usual way and this is dissolved in 200 parts of absolute benzene.
A solution of 11.7 parts of diethylamine-ethylenol in 50 parts of absolute benzene is added dropwise with stirring and the mixture is then heated to the boil for 2 hours. It is extracted twice with water and once with dilute hydrochloric acid.
The combined aqueous solutions are extracted with ether, the base is released with potash and taken up in ether.
The ethereal solution is washed with water, dried over potash and the solvent is distilled off. The new compound boils at <B> a </B> -bc 112-115 below 0.07 mim, its hydrochloride melts at 145-146.
Instead of the acid chloride, it is also possible to use other halides of the 1-phenyl-cyclopentyl-1-carbons, the acid itself, its ester or its anhydride.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH234452T | 1944-03-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH234452A true CH234452A (en) | 1944-09-30 |
Family
ID=4458515
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH234452D CH234452A (en) | 1944-03-20 | 1942-12-16 | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH234452A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2573015A (en) * | 1947-12-24 | 1951-10-30 | Geigy Ag J R | Basic esters of 1-aryl-cyclopentene-(3)-1-carboxylic acids |
-
1942
- 1942-12-16 CH CH234452D patent/CH234452A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2573015A (en) * | 1947-12-24 | 1951-10-30 | Geigy Ag J R | Basic esters of 1-aryl-cyclopentene-(3)-1-carboxylic acids |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH234452A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH240162A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH240160A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH242245A (en) | Process for the preparation of a basic amide of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH242287A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH245908A (en) | Process for the preparation of a basic amide of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH242288A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH240165A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH240166A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH240164A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH240161A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH245909A (en) | Process for the preparation of a basic amide of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH240167A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH240168A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH240163A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| DE680182C (en) | Process for the preparation of chlorides of polycarboxylic acids | |
| CH247926A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| DE638003C (en) | Process for the production of vinyl esters | |
| AT244952B (en) | Process for the preparation of new, optionally substituted 2- (β-aminoethyl) benzofurans and their salts | |
| CH249042A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH240169A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
| CH268459A (en) | Process for the preparation of a basic ester. | |
| CH268451A (en) | Process for the preparation of a basic ester. | |
| CH268453A (en) | Process for the preparation of a basic ester. | |
| CH249041A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. |