CH261884A - Process for the preparation of an araliphatic amine. - Google Patents

Process for the preparation of an araliphatic amine.

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Publication number
CH261884A
CH261884A CH261884DA CH261884A CH 261884 A CH261884 A CH 261884A CH 261884D A CH261884D A CH 261884DA CH 261884 A CH261884 A CH 261884A
Authority
CH
Switzerland
Prior art keywords
preparation
phenyl
methyl
araliphatic amine
amine
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
Publication of CH261884A publication Critical patent/CH261884A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/62—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines     araliphatischen    Amins.    Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     araliphati-          schen    Amins. Das Verfahren ist dadurch ge  kennzeichnet, dass man     1-[4'-(4"-Methoxy-          phenoxy)        -phenyl]-2-methyl-3-amino-pentan     mit Formaldehyd unter Reduktion zum     1-[4'-          (4"-        Methoxy-plienoxy)    -     phenyl]    -2 -     methyl-3-          methylamino-pentan    umsetzt. Die neue Ver  bindung siedet unter 0,5 mm Druck bei 172 .

    Sie soll als Arzneimittel Verwendung finden.    <I>Beispiel:</I>  28,5 Teile     1-[4'-(4"-Methoxy-phenoxy)-          phenyl]-2-methyl-3-amino-pentan    werden in  120 Teilen 94%igem Alkohol gelöst und mit  10 Teilen 30     ö        iger        Formaldehydlösung    ver  setzt. Man rührt 4 Stunden bei Raumtempera  tur. Dann setzt man 6 Teile Aluminiumamal  gam zu und erwärmt     auf.    50 bis 60 .

   Nach  12 Stunden wird vom     Aluminiumhydroxyd          abfiltriert,    dieses gut mit Alkohol ausgewa-    sehen, der Alkohol     abdestilliert    und das ge  bildete sekundäre Amin in verdünnter Salz  säure gelöst und, wenn notwendig, filtriert.  Die Base wird dann mit Natronlauge in Frei  heit gesetzt und in Äther aufgenommen. Die  ätherische Lösung wird mit wasserfreiem Na  triumsulfat getrocknet, der Äther     abdestilliert     und das     1-[4'-(4"-Methoxy-phenoxy)-phenyl]-          2-methyl-3-methylamino-pentan    bei 172  unter  0,5 mm Druck destilliert.



  Process for the preparation of an araliphatic amine. The present patent relates to a process for the preparation of an araliphatic amine. The process is characterized in that 1- [4 '- (4 "-methoxyphenoxy) -phenyl] -2-methyl-3-aminopentane with formaldehyde with reduction to 1- [4'- (4" - Methoxyplienoxy) - phenyl] -2 - methyl-3-methylamino-pentane. The new compound boils under 0.5 mm pressure at 172.

    It should be used as a medicine. <I> Example: </I> 28.5 parts of 1- [4 '- (4 "-methoxy-phenoxy) -phenyl] -2-methyl-3-aminopentane are dissolved in 120 parts of 94% alcohol and 10 parts of 30% formaldehyde solution are added, the mixture is stirred for 4 hours at room temperature, 6 parts of aluminum amalgam are then added and the mixture is heated to 50 to 60%.

   After 12 hours, the aluminum hydroxide is filtered off, washed thoroughly with alcohol, the alcohol is distilled off and the secondary amine formed is dissolved in dilute hydrochloric acid and, if necessary, filtered. The base is then set free with sodium hydroxide solution and taken up in ether. The ethereal solution is dried with anhydrous sodium sulfate, the ether is distilled off and the 1- [4 '- (4 "-Methoxyphenoxy) phenyl] - 2-methyl-3-methylamino-pentane at 172 under 0.5 mm pressure distilled.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines aralipha- tischen Amins, dadurch gekennzeichnet, dass man 1-[4'-(4"-Methoxy-phenoxy)-phenyl]-2- methyl-3-amino-pentan mit Formaldehyd un ter Reduktion zum 1-[4'-(4"-l@l:ethoxy-phen- oxy)-phenyl] -2-methyl-3-methylamino - pentan umsetzt. Die neue Verbindung siedet unter 0,5 mm Druck bei 172 . PATENT CLAIM: Process for the production of an araliphatic amine, characterized in that 1- [4 '- (4 "-methoxyphenoxy) -phenyl] -2-methyl-3-aminopentane with formaldehyde under reduction to 1 - [4 '- (4 "-l @ l: ethoxy-phenoxy) -phenyl] -2-methyl-3-methylamino-pentane. The new compound boils under 0.5mm pressure at 172.
CH261884D 1945-05-08 1945-05-08 Process for the preparation of an araliphatic amine. CH261884A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH261884T 1945-05-08
CH255569T 1945-05-08

Publications (1)

Publication Number Publication Date
CH261884A true CH261884A (en) 1949-05-31

Family

ID=25729915

Family Applications (1)

Application Number Title Priority Date Filing Date
CH261884D CH261884A (en) 1945-05-08 1945-05-08 Process for the preparation of an araliphatic amine.

Country Status (1)

Country Link
CH (1) CH261884A (en)

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