CH122523A - Process for the preparation of an aralkylamine. - Google Patents

Process for the preparation of an aralkylamine.

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Publication number
CH122523A
CH122523A CH122523DA CH122523A CH 122523 A CH122523 A CH 122523A CH 122523D A CH122523D A CH 122523DA CH 122523 A CH122523 A CH 122523A
Authority
CH
Switzerland
Prior art keywords
preparation
oxynaphthalene
act
allowed
process according
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 CH122523A publication Critical patent/CH122523A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines Ar     alkylaxnins.       Es wurde gefunden, dass man nach dem  im Hauptpatent beschriebenen Verfahren     2-          Oxy-1(c)-aminomethyl)-naphtalin    herstellen  kann, wenn man an Stelle des dort verwen  deten Benzols     2-Oxynaphtalin    verwendet.  



       Beispiel:     195 Teile     oo-Chlormethylphtalimid    werden  mit 144 Teilen     2-Oxynaphtalin    und 5 Teilen  Chlorzink, das als Katalysator dient, gegebenen  falls in Gegenwart von Benzol als Lösungs  mittel, erhitzt. Bei 65-70   C geht die Um  setzung unter     Salzsäureentwicklung    vor sich.  Man erhält das     2-Oxy-1-naphtylmethylphtal-          imid    als einen in Alkohol schwer löslichen  Körper vom Schmelzpunkt 195  . Man rührt  dann mit 200 Teilen Natronlauge von 400       BA-    und 1000 Teilen Wasser 2 Stunden lang,  setzt 500 Teile verdünnter Salzsäure zu und  rührt unter Erhitzen bis zur Lösung.

   Beim  Erhalten scheidet sich aus der Lösung neben  der     Phtalsäure    gleichzeitig das in Wasser  schwer lösliche Chlorhydrat des     2-Oxy-1          (a)-aminomethyl)-naphtalins    aus. Durch Aus-    schütteln mit Äther wird die     Phtalsäure    ent  fernt; aus Wasser umkristallisiert hat das  Chlorhydrat den Schmelzpunkt     2251'.    Aus  der wässerigen Lösung des Chlorhydrates wird  durch Natriumkarbonat oder die berechnete  Menge     Natriumhydroxyd    das     2-Oxy-1(m-ami-          nomethyl)-naphtalin    in Freiheit gesetzt. Es  fällt aus oder kann der Lösung durch     Ather     entzogen werden.

   Die farblose Verbindung  hat den Schmelzpunkt 1410. Sie kann als  Zwischenprodukt verwendet werden bei der       Darstellung    technisch wichtiger     Stoffe,    zum  Beispiel Riechstoffe und Heilmittel.



  Process for the preparation of an arylaxnin. It has been found that 2-oxy-1 (c) -aminomethyl) naphthalene can be prepared by the process described in the main patent if 2-oxynaphthalene is used in place of the benzene used there.



       Example: 195 parts of oo-chloromethylphthalimide are heated with 144 parts of 2-oxynaphthalene and 5 parts of zinc chloride, which serves as a catalyst, if necessary in the presence of benzene as a solvent. At 65-70 C the conversion takes place with evolution of hydrochloric acid. The 2-oxy-1-naphthylmethylphthalimide is obtained as a body which is sparingly soluble in alcohol and has a melting point of 195. The mixture is then stirred with 200 parts of sodium hydroxide solution of 400 BA and 1000 parts of water for 2 hours, 500 parts of dilute hydrochloric acid are added and the mixture is stirred with heating until it dissolves.

   When obtained, the phthalic acid and the sparingly water-soluble hydrochloride of 2-oxy-1 (a) aminomethyl) naphthalene precipitates from the solution. The phthalic acid is removed by shaking with ether; Recrystallized from water, the hydrochloride has a melting point of 2251 '. The 2-oxy-1 (m-aminomethyl) naphthalene is set free from the aqueous solution of the hydrochloride by means of sodium carbonate or the calculated amount of sodium hydroxide. It precipitates or can be withdrawn from the solution by means of ether.

   The colorless compound has a melting point of 1410. It can be used as an intermediate product in the preparation of technically important substances, for example fragrances and medicines.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 2-Oxy-1 (co-aminomethyl)-naphtalin, dadurch gekenn zeichnet, dass man auf 2-Oxynaphtalin m Halogenmethylphtalimid einwirken lässt und das so entstandene Kondensationsprodukt spaltet. Das erhaltene Produkt bat den Schmelz punkt 1410 und kann als Zwischenprodukt bei der Darstellung technisch wichtiger Stoffe, zum Beispiel Riechstoffe und Heilmittel, Ver wendung finden. UNTERANSPRL"CHE I. PATENT CLAIM: Process for the preparation of 2-oxy-1 (co-aminomethyl) naphthalene, characterized in that 2-oxynaphthalene is allowed to act on m halomethyl phthalimide and the resulting condensation product is cleaved. The product obtained had a melting point of 1410 and can be used as an intermediate product in the preparation of technically important substances, for example fragrances and remedies. SUB-TRANSPRL "CHE I. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man das 2-Oxynaph- talin und das a)-Halogenmethylphtaliniid in Gegenwart eines Katalysators aufein ander einwirken lässt. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man das 2-Oxynaph- talin und das o)-Halogenmethylphtalimid in Gegenwart eines Lösungsmittels auf einander einwirken läl>t. 3. Process according to patent claim, characterized in that the 2-oxynaphthalene and the a) -halomethylphtaliniid are allowed to act on one another in the presence of a catalyst. Process according to patent claim, characterized in that the 2-oxynaphthalene and the o) -halomethylphthalimide are allowed to act on one another in the presence of a solvent. 3. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Spaltung des Kondensationsproduktes durch aufein anderfolgende Behandlung mit Alkalien und Säuren herbeiführt. Process according to claim, characterized in that the cleavage of the condensation product is brought about by successive treatment with alkalis and acids.
CH122523D 1925-03-30 1926-03-23 Process for the preparation of an aralkylamine. CH122523A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE122523X 1925-03-30
CH120519T 1926-03-23

Publications (1)

Publication Number Publication Date
CH122523A true CH122523A (en) 1927-09-16

Family

ID=25709458

Family Applications (1)

Application Number Title Priority Date Filing Date
CH122523D CH122523A (en) 1925-03-30 1926-03-23 Process for the preparation of an aralkylamine.

Country Status (1)

Country Link
CH (1) CH122523A (en)

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