AT259552B - Process for the preparation of esters of (2-methyl-5-methoxy-3-indolyl) acetic acid - Google Patents

Process for the preparation of esters of (2-methyl-5-methoxy-3-indolyl) acetic acid

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Publication number
AT259552B
AT259552B AT499366A AT499366A AT259552B AT 259552 B AT259552 B AT 259552B AT 499366 A AT499366 A AT 499366A AT 499366 A AT499366 A AT 499366A AT 259552 B AT259552 B AT 259552B
Authority
AT
Austria
Prior art keywords
methyl
indolyl
methoxy
acetic acid
esters
Prior art date
Application number
AT499366A
Other languages
German (de)
Original Assignee
Italiana Sint Spa
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 Italiana Sint Spa filed Critical Italiana Sint Spa
Application granted granted Critical
Publication of AT259552B publication Critical patent/AT259552B/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Description

  

   <Desc/Clms Page number 1> 
 



   Verfahren zur Herstellung von Estern der   (2-Methyl-S-methoxy-3-indolyl)-essigsäure   
 EMI1.1 
 
 EMI1.2 
 
<tb> 
<tb> -essigsäureNatrium-p-methoxyphenylhydrazinsulfonat <SEP> 37 <SEP> g
<tb> Methylalkohol <SEP> enthaltend <SEP> beispielsweise
<tb> 7 <SEP> Gew. <SEP> -0/0 <SEP> HCI-Gas <SEP> 500 <SEP> cm,
<tb> Lävulinsäure <SEP> 21,5 <SEP> g.
<tb> 
 
 EMI1.3 
 

 <Desc/Clms Page number 2> 

 



   - 800Beispiel 3 : Unter Anwendung der in Beispiel 1 beschriebenen Arbeitsweise und Verwendung von 1000   cms   Benzylalkohol an Stelle des Methylalkohol mit einem Gehalt von z. B. 7   Gew. -0/0 HCI-Gas   wird 2 h lang auf 100 C erhitzt. Sodann wird weiter, wie in Beispiel 1 beschrieben, gearbeitet und man erhält den Benzylester der (2-Methyl-5-methoxy-3-indolyl)-essigsäure (22 g). 



    PATENTANSPRÜCHE :    
1. Verfahren zur Herstellung von Estern der (2-Methyl-5-methoxy-3-indolyl)-essigsäure, der allgemeinen Formel 
 EMI2.1 
 
 EMI2.2 
 
 EMI2.3 
 zusammen mit Lävulinsäure in wasserfreier Umgebung unter Rühren mit entsprechenden Alkoholen der allgemeinen Formel ROH (R mit obiger Bedeutung) und   HCI-Gas   behandelt, das so erhaltene Reaktionsgemisch sodann im Vakuum konzentriert und den gebildeten Ester (I) isoliert. 
 EMI2.4 




   <Desc / Clms Page number 1>
 



   Process for the preparation of esters of (2-methyl-S-methoxy-3-indolyl) acetic acid
 EMI1.1
 
 EMI1.2
 
<tb>
<tb> -acetic acid sodium p-methoxyphenylhydrazinesulfonate <SEP> 37 <SEP> g
<tb> methyl alcohol <SEP> containing <SEP> for example
<tb> 7 <SEP> weight <SEP> -0/0 <SEP> HCI gas <SEP> 500 <SEP> cm,
<tb> Levulinic acid <SEP> 21.5 <SEP> g.
<tb>
 
 EMI1.3
 

 <Desc / Clms Page number 2>

 



   - 800 Example 3: Using the procedure described in Example 1 and using 1000 cms of benzyl alcohol instead of methyl alcohol with a content of z. B. 7 wt. -0/0 HCl gas is heated to 100 C for 2 hours. The procedure is then continued as described in Example 1 and the benzyl ester of (2-methyl-5-methoxy-3-indolyl) acetic acid (22 g) is obtained.



    PATENT CLAIMS:
1. Process for the preparation of esters of (2-methyl-5-methoxy-3-indolyl) -acetic acid, of the general formula
 EMI2.1
 
 EMI2.2
 
 EMI2.3
 treated together with levulinic acid in an anhydrous environment with stirring with corresponding alcohols of the general formula ROH (R with the above meaning) and HCl gas, the reaction mixture thus obtained is then concentrated in vacuo and the ester (I) formed is isolated.
 EMI2.4

Claims (1)

Wasser aufnimmt, sodann die benzolische Phase nach dem Waschen mit gesättigter Natriumbicarbonatlösung und mit Wasser mit Entfärbekohle behandelt und filtriert, im Vakuum konzentriert und den öligen Rückstand kristallisieren lässt, wodurch man den Methylester der (2-Methyl-5-methoxY-3-indolyl) - - essigsäure gewinnt. Absorbs water, then the benzene phase, after washing with saturated sodium bicarbonate solution and with water, treated with decolorizing charcoal and filtered, concentrated in vacuo and the oily residue allowed to crystallize, whereby the methyl ester of (2-methyl-5-methoxY-3-indolyl) - - acetic acid wins. 3. Verfahren nach Anspruch 1, dadurch gekennzeichnet, dass man absoluten Äthylalkohol mit einem Gehalt von 5 bis 10 Gew. -0/0 HCl-Gas verwendet, wobei man nach der Arbeitsweise gemäss Anspruch 2 den Äthylester der (2-Methyl-5-methoxy-3-indolyl)-essigsäure erhält. 3. The method according to claim 1, characterized in that one uses absolute ethyl alcohol with a content of 5 to 10 wt. -0/0 HCl gas, wherein the ethyl ester of (2-methyl-5- according to the procedure according to claim 2) methoxy-3-indolyl) acetic acid. 4. Verfahren nach Anspruch 1, dadurch gekennzeichnet, dass man Benzylalkohol mit EMI2.5 4. The method according to claim 1, characterized in that one with benzyl alcohol EMI2.5
AT499366A 1966-03-09 1966-05-26 Process for the preparation of esters of (2-methyl-5-methoxy-3-indolyl) acetic acid AT259552B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT19766 1966-03-09

Publications (1)

Publication Number Publication Date
AT259552B true AT259552B (en) 1968-01-25

Family

ID=11097955

Family Applications (1)

Application Number Title Priority Date Filing Date
AT499366A AT259552B (en) 1966-03-09 1966-05-26 Process for the preparation of esters of (2-methyl-5-methoxy-3-indolyl) acetic acid

Country Status (1)

Country Link
AT (1) AT259552B (en)

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