CH194644A - Process for the preparation of a hydroaromatic amino ether. - Google Patents

Process for the preparation of a hydroaromatic amino ether.

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Publication number
CH194644A
CH194644A CH194644DA CH194644A CH 194644 A CH194644 A CH 194644A CH 194644D A CH194644D A CH 194644DA CH 194644 A CH194644 A CH 194644A
Authority
CH
Switzerland
Prior art keywords
hydroaromatic
preparation
amino
boils
amino ether
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH194644A publication Critical patent/CH194644A/en

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Description

  

  Verfahren zur Darstellung eines     hydroaromatischen        Aminoäthers.       Gegenstand des vorliegenden Patentes bil  det     ein    Verfahren zur     Darstellung    eines       hydroaromatischen        Aminoäthers,    welches da  durch     gekennzeichnet    ist,     dass    man auf       p-Aeetphenetidin    Wasserstoff     in    Gegen  wart von     Katalysatoren    und     organischer          Lösungsmittel        einwirken    lässt und das Reak  tionsprodukt verseift.  



  Der     auf,diese        Weise    gewonnene     p-Amino-          cycloheganoläthyläther    der     Formel     
EMI0001.0020     
    bildet ein farbloses 01,     welches        in    Wasser  leicht löslich     ist    und     bei    etwa     Kp.5    50-60         siedet.     



  Seine     trans-Form    siedet bei     Kp.3    60-62         und        seine        eis-Form    bei     etwa    KP., 50  . Die  entsprechenden     A.cetylverbindungen        schmel-          zen        bei   <B>155'</B>     bezw.   <B>55'.</B>  



  Die neue Verbindung soll als     wertvolles       Zwischenprodukt für die     Darstellung    von       Heilmitteln,    Farbstoffen und     Tegtilhüfspro-          dukten        verwendet    werden.  



  <I>Beispiel:</I>  90     'Beile        p-Acetphenetidin    werden in  alkoholischer Lösung bei<B>170-1,80'</B> mit  Wasserstoff     in    Gegenwart von Nickel     redu-          ziemt.    Die Reaktionslösung wird eingedampft  und der     erhaltene        p-Acetaminocycloheganol-          äthyläther    mit 10%iger     Salzsäure        verseift.     Die mit Lauge in     Freiheit        gesetzte    Base     wird     in Äther aufgenommen und     nach    dem<B>Ab-</B>  dampfen des  <RTI  

   ID="0001.0058">   Lösungsmittels        destilliert.    Der       p-Am@inocycloheganoläthyläther        ist    leicht lös  lich in Wasser.  



  Der oben     .erwähnte        p-Aaetaminocyclo-          heganoläthylä.ther    lässt sich mit     Hilfe    von  Äther in seine     traps-        bezw.        cis-Form        trennen,     aus denen durch     Verseifung    .der     traps-        bezw.          cis-p-Aminocycloheganoläthyläther        erhalten     wird.



  Process for the preparation of a hydroaromatic amino ether. The subject of the present patent bil det a process for the preparation of a hydroaromatic amino ether, which is characterized by the fact that hydrogen is allowed to act on p-ethphenetidine in the presence of catalysts and organic solvents and the reaction product is saponified.



  The p-amino cycloheganol ethyl ether of the formula obtained in this way
EMI0001.0020
    forms a colorless oil, which is easily soluble in water and boils at around 50-60 bp.



  Its trans form boils at KP 3 60-62 and its ice form at around KP 50. The corresponding a. Acetyl compounds melt at <B> 155 '</B> and <B> 55 '. </B>



  The new compound is to be used as a valuable intermediate product for the representation of remedies, dyes and Tegtilhüf products.



  <I> Example: </I> 90 'Beile p-acetphenetidine are reduced in alcoholic solution at <B> 170-1.80' </B> with hydrogen in the presence of nickel. The reaction solution is evaporated and the resulting p-acetaminocycloheganol ethyl ether is saponified with 10% hydrochloric acid. The base released with lye is taken up in ether and after the <B> evaporation </B> of the <RTI

   ID = "0001.0058"> Solvent distilled. The p-Am @ inocycloheganoläthyläther is easily soluble in water.



  The abovementioned p-Aaetaminocyclo- heganoläthylä.ther can be converted into its traps- respectively with the help of ether. Separate cis form, from which by saponification .der traps or. cis-p-Aminocycloheganoläthyläther is obtained.

Claims (1)

P9TENTANSPRUCH: Verfahren zur Darstellung eines hydro- aromatischen Aminoäthers, dadurch gekenn zeichnet, @diass man auf p- Acetphenetidin Wa serstoff in Gegenwart von Katalysatoren und organischer Lösungsmittel einwirken lö,sst und das Reaktionsprodukt verseift. P9TENT CLAIM: Process for the preparation of a hydroaromatic amino ether, characterized in that p-acetphenetidine hydrogen is acted upon in the presence of catalysts and organic solvents and the reaction product is saponified. Der auf diese Weise .gewonnene p-Amino- eycloheganoläthyläther der Formel EMI0002.0022 bildet ein farbloses 01, welches in Wasser leicht löslich und bei etwa Kp., <B>50-60'</B> siedet. Seine trans-Form siedet bei Kp.3 <B>60-62'</B> und seine cis-Form bei etwa Kp., The p-Amino- eycloheganoläthyläther of the formula .gewonnene in this way EMI0002.0022 forms a colorless oil, which is easily soluble in water and boils at about bp <B> 50-60 '</B>. Its trans-form boils at bp 3 <B> 60-62 '</B> and its cis-form at around bp., <B>50'.</B> Die entsprechenden Acetylverbindungen schmel zen bei<B>155,</B> bezw. 55 . Die neue Verbindung soll als wertvolles Zwischenprodukt für die Darstellung von Heilmitteln, Farbstoffen und Tegtilhilfspro- dukten verwendet werden. UNTERANSPRÜCHE: 1. <B> 50 '. </B> The corresponding acetyl compounds melt at <B> 155, </B> and 55. The new compound is to be used as a valuable intermediate product for the representation of remedies, dyes and auxiliary products. SUBCLAIMS: 1. Verfahren nach Patentanspruch, dadurch ,gekennzeichnet, dass man als Katadysato- ren unedle Metalle verwendet. 2. Verfahren naoh Patentanssprueh, dadurch gekennzeichnet, dass man als Katalysator Nickel verwendet. Process according to patent claim, characterized in that base metals are used as catalysts. 2. The method naoh patent application, characterized in that the catalyst used is nickel.
CH194644D 1935-05-28 1935-05-28 Process for the preparation of a hydroaromatic amino ether. CH194644A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH189403T 1935-05-28
CH194644T 1935-05-28

Publications (1)

Publication Number Publication Date
CH194644A true CH194644A (en) 1937-12-15

Family

ID=25721778

Family Applications (1)

Application Number Title Priority Date Filing Date
CH194644D CH194644A (en) 1935-05-28 1935-05-28 Process for the preparation of a hydroaromatic amino ether.

Country Status (1)

Country Link
CH (1) CH194644A (en)

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