CH212115A - Process for the preparation of a pregnen-3-ol-20-one derivative. - Google Patents

Process for the preparation of a pregnen-3-ol-20-one derivative.

Info

Publication number
CH212115A
CH212115A CH212115DA CH212115A CH 212115 A CH212115 A CH 212115A CH 212115D A CH212115D A CH 212115DA CH 212115 A CH212115 A CH 212115A
Authority
CH
Switzerland
Prior art keywords
pregnen
derivative
preparation
benzoic acid
connection
Prior art date
Application number
Other languages
German (de)
Inventor
N V Organon
Original Assignee
Organon Nv
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 Organon Nv filed Critical Organon Nv
Publication of CH212115A publication Critical patent/CH212115A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Description

  

  Verfahren zur Herstellung eines     Pregnen-3-ol-20-on-Derivates.       Das Hauptpatent betrifft     ein    Verfahren,  bei welchem     aus        Acylogy    - (3) -     ätiocholen-          säure-d    5,6     Diazo-21-pregnen-on-20-ol-3    her  gestellt und dieses mit konzentrierter Essig  säure zu     Pregnen-diol-3,21-on-20-acetat-21     umgesetzt wird.  



  Es wurde gefunden, dass mit     Benzoesäure     anstatt Essigsäure in analoger     Weise    das       Pregnen-d        5,6-diol-3,21-on-20-benzoat-21    er  halten werden kann. Das Produkt findet als  Zwischenprodukt bei der Herstellung von  Arzneimitteln     Verwendung.    Die Verbindung  ist neu.  



  <I>Beispiel:</I>  0,1 g     21-Diazo-pregnen-olon,    in gleicher  Weise wie beim Verfahren des Hauptpaten  tes hergestellt, werden in 0,5     cms    trockenem       Diogan    durch leichtes Wärmen gelöst, mit  0,25 g     Benzoesäure    versetzt und allmählich  auf zirka 110 bis 120   C erwärmt bis zur  Beendigung der     Gasentwicklung,    was zirka  25 Minuten beansprucht. Zur Aufarbeitung  wird in Äther gelöst, mit Wasser und Soda  lösung ausgewaschen, getrocknet und einge  dampft, zuletzt im Vakuum.

   Der Rückstand  kristallisiert aus Methanol und wird durch       Umlösen        aus        Aceton-Methanol    durch Ein-    engen in kugeligen Aggregaten erhalten, die  zuerst unscharf gegen 140   C schmelzen,  bald darauf zu glänzenden     Körnern    erstarren,  um bei 171 bis<B>173'</B> C erneut zu schmelzen.  Die     Zusammensetzung    entspricht dem d 5,6  21-Benzoyl-ogy-pregnen-3-ol-20-on.



  Process for the preparation of a pregnen-3-ol-20-one derivative. The main patent relates to a process in which acylogy - (3) - ätiocholen- säure-d 5,6 diazo-21-pregnen-on-20-ol-3 is made and this with concentrated acetic acid to pregnene-diol-3 , 21-on-20-acetate-21 is implemented.



  It has been found that with benzoic acid instead of acetic acid, the pregnen-d 5,6-diol-3,21-one-20-benzoate-21 can be obtained in an analogous manner. The product is used as an intermediate in the manufacture of pharmaceuticals. The connection is new.



  <I> Example: </I> 0.1 g of 21-diazo-pregnen-olone, produced in the same way as in the process of the main godfather, are dissolved in 0.5 cms of dry Diogan by gently warming, with 0.25 g Benzoic acid is added and the temperature is gradually increased to about 110 to 120 ° C. until the evolution of gas has ceased, which takes about 25 minutes. For working up, it is dissolved in ether, washed out with water and soda solution, dried and evaporated, finally in vacuo.

   The residue crystallizes from methanol and is obtained by redissolving from acetone-methanol by narrowing it into spherical aggregates, which initially melt blurredly to 140 ° C., soon afterwards solidify to form shiny grains, around 171 to 173 ' Melt C again. The composition corresponds to the d 5,6 21-benzoyl-ogy-pregnen-3-ol-20-one.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Pregnen- on-20-ol-3-Derivates, dadurch gekennzeichnet, dass man auf gemäss dem Patentanspruch des Hauptpatentes hergestelltes Diazo-21-pregnen- 5-on-20-ol-3 Benzoesäure einwirken lässt. Die erhaltene Verbindung ist neu; sie schmilzt zuerst unscharf gegen 140 , erstarrt bald darauf zu glänzenden Körnern, um bei 171 bis 173 C erneut zu schmelzen. PATENT CLAIM: A process for the preparation of a pregnen-on-20-ol-3 derivative, characterized in that diazo-21-pregnen-5-on-20-ol-3-benzoic acid prepared according to the patent claim of the main patent is allowed to act. The connection obtained is new; at first it melts out of focus around 140, soon afterwards solidifies into shiny grains, only to melt again at 171 to 173 ° C. Die Ver bindung soll als Zwischenprodukt für die Herstellung von Heilmitteln verwendet wer den. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Umsetzung mit Benzoesäure bei 40 bis 120 C ausführt. The connection is intended to be used as an intermediate for the manufacture of medicinal products. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that the reaction with benzoic acid is carried out at 40 to 120 C.
CH212115D 1937-03-22 1937-03-22 Process for the preparation of a pregnen-3-ol-20-one derivative. CH212115A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH212115T 1937-03-22
CH204844T 1937-03-22

Publications (1)

Publication Number Publication Date
CH212115A true CH212115A (en) 1940-10-31

Family

ID=25724077

Family Applications (1)

Application Number Title Priority Date Filing Date
CH212115D CH212115A (en) 1937-03-22 1937-03-22 Process for the preparation of a pregnen-3-ol-20-one derivative.

Country Status (1)

Country Link
CH (1) CH212115A (en)

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