CH269413A - Process for the representation of a basic ether. - Google Patents

Process for the representation of a basic ether.

Info

Publication number
CH269413A
CH269413A CH269413DA CH269413A CH 269413 A CH269413 A CH 269413A CH 269413D A CH269413D A CH 269413DA CH 269413 A CH269413 A CH 269413A
Authority
CH
Switzerland
Prior art keywords
ether
representation
basic ether
compound
basic
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Priority claimed from GB15558/43A external-priority patent/GB585994A/en
Publication of CH269413A publication Critical patent/CH269413A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Description

  

  Verfahren zur Darstellung eines basischen Äthers.         Clegenstand    vorliegenden Patentes ist ein  Verfahren zur Darstellung eines basischen  Äthers. Das Verfahren ist dadurch gekenn  zeichnet, dass man eine Verbindung der  Formel  
EMI0001.0002     
    auf eine Verbindung der Formel  
EMI0001.0003     
    worin X und Y zwei reaktionsfähige, mit Aus  nahme     eines    in einem von ihnen enthaltenen  Sauerstoffatoms, sich bei der Reaktion abspal  tende Reste bedeuten, einwirken lässt.  



  Die erhaltene neue Verbindung, der     Iso-          butyl    -     cycloheptyl    -     carbin-        ss-dimethylamino-          äthy        1-äther,    siedet. bei     14.1-150     unter 12 mm  Druck. Sie soll therapeutische Verwendung  finden.  



  <I>Beispiel:</I>  Zu einer Suspension von 4 Teilen pulveri  siertem     Natriumamid    in 60 Teilen absolutem  Benzol werden 18,4 Teile     Isobutyl-cycloheptyl-          earbinol        zugetropft    und 1 Stunde bei<B>600</B> ge  rührt. Dann werden 10,8 Teile     ss-Dimethyl-          amino-äthylchlorid    zugegeben und das Ganze    5 Stunden unter     Rückfluss    und Rühren er  hitzt. Nach dem Abkühlen wird mit Wasser  versetzt und mit     10o/oiger    Salzsäure mehrmals  ausgeschüttelt. Die vereinigten, salzsauren Aus  züge werden mit.

   Pottasche alkalisch gestellt,  die ausgeschiedene Base in Äther aufgenom  men, die Ätherlösung mit. konzentrierter Pott  aschelösung gewaschen, über Natriumsulfat  getrocknet und der Äther abgedampft. Der als  Rückstand erhaltene basische Äther siedet bei  144-150  unter 12 mm Druck.  



  Zum gleichen Endprodukt gelangt man  auch, wenn man einen reaktionsfähigen Ester  des     Isobutyl-cycloheptyl-carbinols,    z. B. ein       Halogenid,    in Gegenwart säurebindender Mit  tel mit     ss-Dimethylamino-äthanol    zur Umset  zung bringt.



  Process for the representation of a basic ether. The present patent is a method for the preparation of a basic ether. The process is characterized in that a compound of the formula
EMI0001.0002
    to a compound of the formula
EMI0001.0003
    wherein X and Y two reactive, with the exception of one oxygen atom contained in one of them, are radicals which split off during the reaction, can act.



  The new compound obtained, the isobutyl-cycloheptyl-carbin-ss-dimethylamino-ether 1-ether, is boiling. at 14.1-150 under 12 mm pressure. It should find therapeutic use.



  <I> Example: </I> 18.4 parts of isobutyl-cycloheptyl-earbinol are added dropwise to a suspension of 4 parts of powdered sodium amide in 60 parts of absolute benzene and the mixture is stirred at 600 for 1 hour. Then 10.8 parts of ß-dimethylamino-ethyl chloride are added and the whole thing is heated under reflux and stirring for 5 hours. After cooling, water is added and the mixture is extracted several times with 10% hydrochloric acid. The combined hydrochloric acid extracts are with.

   Potash made alkaline, the precipitated base taken up in ether, the ethereal solution with. Washed concentrated pot ash solution, dried over sodium sulfate and the ether evaporated. The basic ether obtained as residue boils at 144-150 under 12 mm pressure.



  The same end product is obtained if a reactive ester of isobutyl-cycloheptyl-carbinol, eg. B. a halide, in the presence of acid-binding agents with ss-dimethylamino-ethanol for implementation.

Claims (1)

PATENTANSPRUCFI Verfahren zur Darstellung eines basischen Äthers, dadurch gekennzeichnet, dass man eine Verbindung der Formel EMI0001.0025 auf eine Verbindung der Formel EMI0001.0026 worin ä und Y zwei reaktionsfähige, mit Aus nahme eines in einem von ihnen enthaltenen Sauerstoffatoms, sich bei der Reaktion abspal tende Reste bedeuten, einwirken lässt. Die erhaltene neue Verbindung, der Iso- butyl - cycloheptyl - carbin-0-dimethylamino- äthyl-äther, siedet bei 144-150 unter 12 mm Druck. PATENT CLAIMS Process for the preparation of a basic ether, characterized in that a compound of the formula EMI0001.0025 to a compound of the formula EMI0001.0026 where ä and Y are two reactive, with the exception of one oxygen atom contained in one of them, which split off radicals in the reaction, can act. The new compound obtained, the isobutyl-cycloheptyl-carbin-0-dimethylamino-ethyl-ether, boils at 144-150 under 12 mm pressure.
CH269413D 1942-09-23 1943-08-11 Process for the representation of a basic ether. CH269413A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH2397799X 1942-09-23
CH269413T 1943-08-11
GB15558/43A GB585994A (en) 1943-09-22 1943-09-22 Manufacture of aminoalkyl ethers and of quaternary ammonium compounds formed therefrom

Publications (1)

Publication Number Publication Date
CH269413A true CH269413A (en) 1950-06-30

Family

ID=32110441

Family Applications (1)

Application Number Title Priority Date Filing Date
CH269413D CH269413A (en) 1942-09-23 1943-08-11 Process for the representation of a basic ether.

Country Status (1)

Country Link
CH (1) CH269413A (en)

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