AT220762B - Process for the preparation of esters of 21-oxypregnan-3, 20-dione or 21-oxyallopregnan-3, 20-dione - Google Patents

Process for the preparation of esters of 21-oxypregnan-3, 20-dione or 21-oxyallopregnan-3, 20-dione

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Publication number
AT220762B
AT220762B AT371957A AT371957A AT220762B AT 220762 B AT220762 B AT 220762B AT 371957 A AT371957 A AT 371957A AT 371957 A AT371957 A AT 371957A AT 220762 B AT220762 B AT 220762B
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AT
Austria
Prior art keywords
dione
oxypregnan
oxyallopregnan
esters
preparation
Prior art date
Application number
AT371957A
Other languages
German (de)
Original Assignee
Pfizer & Co C
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.)
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Publication date
Application filed by Pfizer & Co C filed Critical Pfizer & Co C
Application granted granted Critical
Publication of AT220762B publication Critical patent/AT220762B/en

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Description

  

   <Desc/Clms Page number 1> 
 
 EMI1.1 
 



   Die Erfindung betrifft ein Verfahren zur Herstellung von Estern des 21-0xypregnan-3, 20-dion bzw. 



    21-Oxyallopregnan-3, 20-dion,   welche wertvolle Zwischenprodukte bei der Synthese von Beruhigungsmitteln für das Zentralnervensystem sind, und welches darin besteht, dass 21-Oxypregnan-3, 20-dion oder   21-OxyalIopregnan-3,   20-dion mit Bernsteinsäureanhydrid zum 21-Hemisuccinat umgesetzt wird. 



   Beispiel : Eine   Lösung von 14 g 21-0xypregnan-3, 20-dion und 14 g umkristallisiertem Bernstein-   säureanhydrid in 140 cm3 trockenem Pyridin wurde während 18 Stunden bei Raumtemperatur stehen gelassen, hierauf in einem Eisbad gekühlt und in dünnem Strahl in 1, 5 1 Eiswasser eingegossen.   Überschüs-   siges Pyridin wurde mit 3n-Salzsäure neutralisiert und die Lösung weiter mit 2   l   Eiswasser verdünnt. Das ausgefallene Produkt wurde abfiltriert, mit Wasser gewaschen und im Vakuum bei   500C   getrocknet.

   Das Produkt wurde als 21-OXypregnan-3, 20-dion-hemisuccinat identifiziert und besitzt folgende Strukturformel : 
 EMI1.2 
 
Wurde 21-Oxyallopregnan-3, 20-dion an Stelle von   21-Oxypregnan-3,   20-dion verwendet, so verlief die Reaktion in der gleichen Weise und die entsprechende Allo-Verbindung wurde erhalten. 

**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.



   <Desc / Clms Page number 1>
 
 EMI1.1
 



   The invention relates to a process for the preparation of esters of 21-0xypregnan-3, 20-dione or



    21-oxyallopregnan-3, 20-dione, which are valuable intermediates in the synthesis of sedatives for the central nervous system, and which consists in that 21-oxypregnan-3, 20-dione or 21-oxyallopregnan-3, 20-dione with succinic anhydride is converted to 21-hemisuccinate.



   Example: A solution of 14 g of 21-0xypregnan-3, 20-dione and 14 g of recrystallized succinic anhydride in 140 cm3 of dry pyridine was left to stand for 18 hours at room temperature, then cooled in an ice bath and in a thin stream in 1.5 Poured 1 ice water. Excess pyridine was neutralized with 3N hydrochloric acid and the solution was further diluted with 2 l of ice water. The precipitated product was filtered off, washed with water and dried in vacuo at 50.degree.

   The product was identified as 21-OXypregnan-3, 20-dione-hemisuccinate and has the following structural formula:
 EMI1.2
 
When 21-oxyallopregnan-3, 20-dione was used in place of 21-oxypregnan-3, 20-dione, the reaction proceeded in the same manner and the corresponding allo compound was obtained.

** WARNING ** End of DESC field may overlap beginning of CLMS **.

Claims (1)

PATENTANSPRUCH : Verfahren zur Herstellung von Estern des 21-0xypregnan-3, 20-dion bzw. 21-Oxyallopregnan- -3,2-dion, dadurch gekennzeichnet, dass'21-Oxypregnan-3, 20-dion oder 21-Oxyallopregnan-3, 20-dion mit Bernsteinsäureanhydrid zum 21-Hemisuccinat umgesetzt wird. **WARNUNG** Ende CLMS Feld Kannt Anfang DESC uberlappen**. PATENT CLAIM: Process for the preparation of esters of 21-oxypregnan-3, 20-dione or 21-oxyallopregnan-3,2-dione, characterized in that'21-oxypregnan-3, 20-dione or 21-oxyallopregnan-3, 20 -dione is reacted with succinic anhydride to form 21-hemisuccinate. ** WARNING ** End of CLMS field may overlap beginning of DESC **.
AT371957A 1954-10-21 1955-05-16 Process for the preparation of esters of 21-oxypregnan-3, 20-dione or 21-oxyallopregnan-3, 20-dione AT220762B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US220762XA 1954-10-21 1954-10-21

Publications (1)

Publication Number Publication Date
AT220762B true AT220762B (en) 1962-04-10

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ID=21807696

Family Applications (1)

Application Number Title Priority Date Filing Date
AT371957A AT220762B (en) 1954-10-21 1955-05-16 Process for the preparation of esters of 21-oxypregnan-3, 20-dione or 21-oxyallopregnan-3, 20-dione

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AT (1) AT220762B (en)

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