CH235501A - Process for the preparation of diphenyl-dimethylaminoethyl-acetic acid ethyl ester. - Google Patents

Process for the preparation of diphenyl-dimethylaminoethyl-acetic acid ethyl ester.

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Publication number
CH235501A
CH235501A CH235501DA CH235501A CH 235501 A CH235501 A CH 235501A CH 235501D A CH235501D A CH 235501DA CH 235501 A CH235501 A CH 235501A
Authority
CH
Switzerland
Prior art keywords
ethyl ester
dimethylaminoethyl
diphenyl
acetic acid
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH235501A publication Critical patent/CH235501A/en

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Description

  

  <B>Zusatzpatent</B>     zum    Hauptpatent Nr. 231149:    Verfahren zur Herstellung von     Diphenyl-dimethylaminoäthyl-essigsäureäthylester.       Gegenstand des vorliegenden     Zusatzpaten-          tes    ist ein Verfahren zur Herstellung von       Diphenyl    -     dimethylaminoäthyl    -     essigsäure-          äthylester,    welches dadurch gekennzeichnet  ist,

   dass- man     Dimethylaminoäthylhalogenid     auf     Diphenylacetonitril    in Gegenwart eines  Halogenwasserstoff abspaltenden     Mittels    ein  wirken lässt und das so erhaltene basische Ni  tril in den zugehörigen     Äthylester    überführt.  <I>Beispiel:</I>  6 g fein gepulvertes     Natriumamid    in  100 cm' Benzol werden mit 27g     Diphenyl-          acetonitril    zur Umsetzung gebracht, und die  erhaltene     Alkaliverbindung    mit 16 g     Di-          methylaminoäthylehlorid    unter den im Haupt  patent angegebenen Bedingungen in Reaktion  gebracht.

   Man erhält     etwa    31 g     Diphenyl-          dimethylaminoäthyl-aeetonitril    als fast     farb=     loses 01, das unter 9 mm Druck bei 202  bis 204  siedet.  



  30 g     Diphenyl-dimethylaminoäthyl-aceto-          nitril    werden mit 120 g 70%iger Schwefel  säure unter den im Hauptpatent beschrie  benen Bedingungen zur Säure verseift und  letztere mit     Äthylalkohol    verestert. Nach dem    Aufarbeiten erhält man etwa 25 g     Diphenyl-          dimethylaminoäthyl-essigsäureäthylester    als  kaum     gefärbtes,    dickes Öl, das unter 8 mm  Druck bei 200 bis 202  siedet. Sein Chlor  hydrat stellt farblose Kristalle dar, die bei  190  schmelzen.



  <B> Additional patent </B> to main patent no. 231149: Process for the production of diphenyl-dimethylaminoethyl-acetic acid ethyl ester. The subject of this additional patent is a process for the production of diphenyl - dimethylaminoethyl - ethyl acetate, which is characterized by

   that dimethylaminoethyl halide is allowed to act on diphenylacetonitrile in the presence of an agent that splits off hydrogen halide and the basic Ni trile thus obtained is converted into the associated ethyl ester. <I> Example: </I> 6 g of finely powdered sodium amide in 100 cm 'of benzene are reacted with 27 g of diphenyl acetonitrile, and the resulting alkali compound is reacted with 16 g of dimethylaminoethyl chloride under the conditions specified in the main patent.

   About 31 g of diphenyldimethylaminoethyl aeetonitrile are obtained as almost colorless oil which boils at 202-204 under 9 mm pressure.



  30 g of diphenyl-dimethylaminoethyl-acetonitrile are saponified with 120 g of 70% sulfuric acid under the conditions described in the main patent to form the acid and the latter is esterified with ethyl alcohol. After working up, about 25 g of diphenyldimethylaminoethyl-acetic acid ethyl ester are obtained as a hardly colored, thick oil which boils at 200 to 202 under 8 mm pressure. Its chlorine hydrate is colorless crystals that melt at 190.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Diphenyl- dimethylaminoäthyl-essigsäureäthylester, da durch gekennzeichnet, dass man D.imethyl- aminoäthylhalogenid mit Diphenylacetonitril in Gegenwart eines Halogenwasserstoff ab spaltenden Mittels umsetzt und das so erhal tene basische Nitril in den zugehörigen Äthylester überführt. Das so erhaltene Produkt ist ein kaum gefärbtes. dickes 01, das unter 8 mm Druck bei 200 bis 202 siedet. PATENT CLAIM: A process for the preparation of diphenyl dimethylaminoethyl acetic acid ethyl ester, characterized in that D.imethyl aminoethyl halide is reacted with diphenylacetonitrile in the presence of an agent which splits off hydrogen halide and the basic nitrile thus obtained is converted into the associated ethyl ester. The product thus obtained is a scarcely colored one. thick 01 that boils at 200 to 202 under 8 mm pressure. Sein Chlorhydrat stellt farblose Kristalle dar, die bei 190 schmelzen. Die neue Verbindung ist ein her vorragendes Spasmolyticum und Analgeti- Cum. Its chlorohydrate is colorless crystals that melt at 190. The new compound is an excellent spasmolytic and analgesic cum.
CH235501D 1938-07-04 1939-07-04 Process for the preparation of diphenyl-dimethylaminoethyl-acetic acid ethyl ester. CH235501A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE235501X 1938-07-04
CH231149T 1939-07-04

Publications (1)

Publication Number Publication Date
CH235501A true CH235501A (en) 1944-11-30

Family

ID=25727557

Family Applications (1)

Application Number Title Priority Date Filing Date
CH235501D CH235501A (en) 1938-07-04 1939-07-04 Process for the preparation of diphenyl-dimethylaminoethyl-acetic acid ethyl ester.

Country Status (1)

Country Link
CH (1) CH235501A (en)

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