DE424659C - Process for the preparation of methylaminoaceto-catechol dibenzyl ether - Google Patents

Process for the preparation of methylaminoaceto-catechol dibenzyl ether

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Publication number
DE424659C
DE424659C DEM86530D DEM0086530D DE424659C DE 424659 C DE424659 C DE 424659C DE M86530 D DEM86530 D DE M86530D DE M0086530 D DEM0086530 D DE M0086530D DE 424659 C DE424659 C DE 424659C
Authority
DE
Germany
Prior art keywords
preparation
dibenzyl ether
methylaminoaceto
catechol
ether
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DEM86530D
Other languages
German (de)
Inventor
Dr Amadeus Duetzmann
Dr Wilhelm Krauss
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
CHEM FAB
Merck KGaA
Original Assignee
CHEM FAB
E Merck 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 CHEM FAB, E Merck AG filed Critical CHEM FAB
Priority to DEM86530D priority Critical patent/DE424659C/en
Application granted granted Critical
Publication of DE424659C publication Critical patent/DE424659C/en
Expired legal-status Critical Current

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Description

Verfahren zur Darstellung von Methylaniinoacetobrenzcatechindibenzyläther. Es wurde gefunden, daß man den Dibenzyläther des Methylanlinoacetobrenzcatechins in guter Ausbeute bei glattem Verlauf der Reaktion erhalten kann, wenn man Methylaminoacetobrenzcatechin mit Alkali und Benzylhalogeniden in absolutem Alkohol behandelt.Process for the preparation of Methylaniinoacetobrenzcatechindibenzyläther. It has been found that the dibenzyl ether of Methylanlinoacetobrenzcatechins can be obtained in good yield with a smooth course of the reaction if you use methylaminoacetobrenzcatechol treated with alkali and benzyl halides in absolute alcohol.

Das Methylaminoacetobrenzcatechin ist bekanntlich ein gegen chemische Agenzien, insbesondere gegen -Mkali, empfindlicher Körper. Es war daher nicht ohne weiteres vorauszusehen, daß die Reaktion glatt - verlaufen und gute Ausbeuten liefern würde. Überraschend ist es auch, daß eine Addition des Benzylhalogenids am Stickstoff nicht stattfindet. B ei s p ic 1. 18 g Methylaminoacetobrenzcatechin werden mit 5 g Natriummetall, gelöst in 250 ccm Alkohol, umgesetzt. Dazu werden 25 ccm Benzylbromid unter Kühlung gegeben und noch einige Stunden auf dem Wasserbade erwärmt. Das Ganze wird in viel Wasser gegossen, wobei sich der Äther zuerst als 01 abscheidet, das bald erstarrt.The methylaminoacetobrenzcatechin is known to be sensitive to chemical agents, in particular to potash. It was therefore not predictable without further ado that the reaction smoothly - would provide running and good yields. It is also surprising that the benzyl halide does not add to the nitrogen. B ei s p ic 1. 18 g of methylaminoacetobrenzcatechol are reacted with 5 g of sodium metal dissolved in 250 cc of alcohol. To this end, 25 cc of benzyl bromide are added with cooling and heated on the water bath for a few more hours. The whole thing is poured into a lot of water, whereby the ether separates first as 01 , which soon solidifies.

Der Dibenzyläther bildet ein heUgelbes, amorphes Pulver, welches leicht löslich in Alkohol, Äther, Chloroform, aber unlöslich in Wasser und verdünnten Säuren ist.The dibenzyl ether forms a bright yellow, amorphous powder, which easily soluble in alcohol, ether, chloroform, but insoluble in water and dilute acids is.

Der Methylaminoacetobrenzcatechindibenzyläther dient als Ausgangsstoff zur Herstellung von neuen chemischen Produkten vom Typus des Adrenalins (o-Dioxyphenyläthanolmethylamins).The methylaminoacetobrenzcatechindibenzyläther serves as the starting material for the manufacture of new chemical products of the adrenaline type (o-dioxyphenylethanolmethylamine).

Claims (1)

PATFNT-ANSPRUCH: Verfahren zur Darstellung von Methylaminoacetobrenzcatechindibenzyläther, dadurch gekennzeichnet, daß man das -Methylaminoacetobrenzcatechin mit Alkali und Benzylhalogeniden in absolutem Alkohol behandelt.PATFNT CLAIM: Process for the preparation of methylaminoacetobrenzcatechin dibenzyl ether, characterized in that the -Methylaminoacetobrenzcatechol with alkali and Benzyl halides treated in absolute alcohol.
DEM86530D 1924-09-27 1924-09-27 Process for the preparation of methylaminoaceto-catechol dibenzyl ether Expired DE424659C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEM86530D DE424659C (en) 1924-09-27 1924-09-27 Process for the preparation of methylaminoaceto-catechol dibenzyl ether

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEM86530D DE424659C (en) 1924-09-27 1924-09-27 Process for the preparation of methylaminoaceto-catechol dibenzyl ether

Publications (1)

Publication Number Publication Date
DE424659C true DE424659C (en) 1926-01-27

Family

ID=7320513

Family Applications (1)

Application Number Title Priority Date Filing Date
DEM86530D Expired DE424659C (en) 1924-09-27 1924-09-27 Process for the preparation of methylaminoaceto-catechol dibenzyl ether

Country Status (1)

Country Link
DE (1) DE424659C (en)

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