CH255569A - Process for the preparation of an araliphatic amine. - Google Patents

Process for the preparation of an araliphatic amine.

Info

Publication number
CH255569A
CH255569A CH255569DA CH255569A CH 255569 A CH255569 A CH 255569A CH 255569D A CH255569D A CH 255569DA CH 255569 A CH255569 A CH 255569A
Authority
CH
Switzerland
Prior art keywords
preparation
methyl
araliphatic amine
amine
araliphatic
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 CH255569A publication Critical patent/CH255569A/en

Links

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     araliphatiachen    Amins.    Gegenstand vorliegenden Patentes ist ein       Verfahren    zur Herstellung     eines,        araliphati-          schen    Amins. Das Verfahren ist dadurch ge  kennzeichnet, dass man     1-(4'-Methoxy-phe-          ny1)-2-methyl-3-amino-pentan    mit Formalde  hyd unter Reduktion zum     1-(4'-Methoxy-          hhenyl)-2-methyl-3-methylamino-pentan    um  setzt. Die neue Verbindung siedet unter  0,5 mm Druck bei     10,2 .    Sie .soll als Arznei  mittel     Verwendung    finden.

    



       Beispiel:     20 Teile 1-(4'-M     ethoxy-phenyl)-2-methyl-          3-a.mino-pentan    werden in 120 Teilen  94%igem Alkohol gelöst und mit 10 Teilen  30%iger     ForTnaldehydlösung        versetzt.    Man  rührt vier Stunden bei Raumtemperatur.  Dann setzt man 6 Teile Aluminiumamalgam  zu und erwärmt auf 50 bis 60 . Nach zwölf  Stunden wird vom-     Aluminiumhydroxyd    ab  filtriert,     dieses    gut mit Alkohol ausgewa-    sehen, der Alkohol     abdestilliert    und das ge  bildete .sekundäre Amin in verdünnter Salz  säure gelöst und wenn nötig filtriert. Die  Base wird dann mit Natronlauge in Freiheit  gesetzt und in Äther aufgenommen.

   Die  ätherische Lösung wird     mit    wasserfreiem       Natriumsulfat    getrocknet, der Äther     abdestil-          liert    und das     1-(4'-Methoxy-phenyl)-2-me-          thyl-3-methylamino-pentan    bei 102  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'-methoxy-pheny1) -2-methyl-3-aminopentane with formaldehyde with reduction to 1- (4'-methoxy-hhenyl) -2- methyl-3-methylamino-pentane sets. The new compound boils at 10.2 under 0.5mm pressure. They should be used as a medicinal product.

    



       Example: 20 parts of 1- (4'-M ethoxyphenyl) -2-methyl-3-a.mino-pentane are dissolved in 120 parts of 94% strength alcohol and 10 parts of 30% strength formaldehyde solution are added. The mixture is stirred for four hours at room temperature. Then 6 parts of aluminum amalgam are added and the mixture is heated to 50 to 60. After twelve hours, the aluminum hydroxide is filtered off, this is well washed out with alcohol, the alcohol is distilled off and the secondary amine formed is dissolved in dilute hydrochloric acid and filtered if necessary. The base is then released with caustic soda and taken up in ether.

   The ethereal solution is dried with anhydrous sodium sulphate, the ether is distilled off and the 1- (4'-methoxyphenyl) -2-methyl-3-methylaminopentane is distilled at 102 under 0.5 mm pressure.

Claims (1)

'PATENTANSPRUCH: Verfahren zur Herstellung eines arali- phatischen Amins, dadurch gekennzeichnet, dass man 1-(4'-llethoxy-phenyl)-2-methyl-3- amino-pentan mit Formaldehyd unter Re duktion zum 1-(4'-Methoxy-plienyl)-2-me- thyl-3-methylannino-pentan umsetzt. Die neue Verbindung siedet unter 0,5 mm Druck bei 102 . 'PATENT CLAIM: Process for the preparation of an araliphatic amine, characterized in that 1- (4'-llethoxyphenyl) -2-methyl-3-aminopentane with formaldehyde is reduced to 1- (4'-methoxy -plienyl) -2-methyl-3-methylannino-pentane. The new compound boils under 0.5mm pressure at 102.
CH255569D 1945-05-08 1945-05-08 Process for the preparation of an araliphatic amine. CH255569A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH255569A true CH255569A (en) 1948-06-30

Family

ID=4471217

Family Applications (1)

Application Number Title Priority Date Filing Date
CH255569D CH255569A (en) 1945-05-08 1945-05-08 Process for the preparation of an araliphatic amine.

Country Status (1)

Country Link
CH (1) CH255569A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0339878A2 (en) * 1988-04-25 1989-11-02 Eli Lilly And Company Propanamine derivatives

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0339878A2 (en) * 1988-04-25 1989-11-02 Eli Lilly And Company Propanamine derivatives
EP0339878A3 (en) * 1988-04-25 1990-12-05 Eli Lilly And Company Propanamine derivatives

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