CH206110A - Process for the preparation of a new ester of oestron. - Google Patents

Process for the preparation of a new ester of oestron.

Info

Publication number
CH206110A
CH206110A CH206110DA CH206110A CH 206110 A CH206110 A CH 206110A CH 206110D A CH206110D A CH 206110DA CH 206110 A CH206110 A CH 206110A
Authority
CH
Switzerland
Prior art keywords
oestrone
agent
preparation
oestron
new ester
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Ind Basel filed Critical Chem Ind Basel
Publication of CH206110A publication Critical patent/CH206110A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J75/00Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Description

  

  Verfahren zur Darstellung eines neuen     Esters    des     Oestrons.       Es wurde gefunden, dass man zu einem  neuen Ester des     Oestrons    gelangen kann,  wenn man     Oestron    mit einem     n-Capronylie-          rungsmittel    umsetzt.  



  Als geeignete n -     Capronylierungsmittel     kommen z. B.     n-Capronsäure-anhydrid,        -halo-          genide,        -ester    oder die Säure selbst in Frage.  



  Das so erhaltene     Oestron-n-capronat    bildet  Kristalle vom F. 94,5-95 . Es soll thera  peutische Verwendung finden.  



       Beispiel:     1 Teil     Oestron    wird in 4 Teilen     Pyridin     gelöst, mit 0,8 Teilen     n-Capronsäurechlorid     versetzt und bei Zimmertemperatur einige  Zeit stehen gelassen. Hierauf säuert man an,  verdünnt mit Wasser und zieht das Reak  tionsprodukt mit Äther aus. Die mit Wasser,  verdünnter Säure,     Sodalösung    und Wasser  gewaschene ätherische Lösung wird getrock  net und vom Äther befreit. Den Rückstand  kristallisiert man aus wässerigem Methanol  um und erhält so das     Oestron-n-capronat     vom F. 94,5--950.    Die Reaktion kann auch in Anwesenheit  anderer tertiärer. Basen oder selbst ohne  solche durchgeführt werden.



  Process for the preparation of a new ester of oestron. It has been found that a new ester of oestrone can be obtained if oestrone is reacted with an n-capronylating agent.



  Suitable n-capronylating agents are e.g. B. n-caproic anhydride, halides, esters or the acid itself.



  The oestrone-n-capronate obtained in this way forms crystals with a mp of 94.5-95. It should be used therapeutically.



       Example: 1 part of oestrone is dissolved in 4 parts of pyridine, 0.8 part of n-caproic acid chloride is added and the mixture is left to stand for some time at room temperature. It is then acidified, diluted with water and the reaction product is extracted with ether. The ethereal solution washed with water, dilute acid, soda solution and water is dried and freed from the ether. The residue is recrystallized from aqueous methanol and the oestrone-n-capronate with a melting point of 94.5-950 is obtained. The reaction can also take place in the presence of other tertiary. Bases or even without them.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines neuen Esters des Oestrons, dadurch gekennzeichnet, dass man Oestron mit einem n-Capronylie- rungsmittel umsetzt. Das so erhaltene Oestron-n-capronat bildet Kristalle vom F. 94,5-95 . Es soll thera peutische Verwendung finden. UNTERANSPRüCHE.: 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als n-Capronylie- rungsmittel ein n-Capronylhalogenid ver wendet. 2. PATENT CLAIM: Process for the preparation of a new ester of oestrone, characterized in that oestrone is reacted with an n-capronylating agent. The oestrone-n-capronate obtained in this way forms crystals with a mp of 94.5-95. It should be used therapeutically. SUBClaims: 1. A method according to claim, characterized in that an n-capronyl halide is used as the n-capronylation agent. 2. Verfahren nach Patentanspruch und Unter anspruch 1, dadurch gekennzeichnet, dass man als n-Capronylierungamittel n-Capron- säurechlorid verwendet: 3. Verfahren nach Patentanspruch und Unter ansprüchen 1 und 2, dadurch gekennzeich- net, dass man in Gegenwart einer tertiären Base arbeitet. 4. Verfahren nach Patentanspruch und den Unteransprüchen 1-3, dadurch gekenn zeichnet, dass man in Gegenwart von Pyridin arbeitet. 5. Process according to claim and sub-claim 1, characterized in that n-caproic acid chloride is used as the n-capronylation agent: 3. Process according to claim and sub-claims 1 and 2, characterized in that one works in the presence of a tertiary base. 4. The method according to claim and the dependent claims 1-3, characterized in that one works in the presence of pyridine. 5. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als n-Capronylie- rungsmittel n - Capronsäureanhydrid ver wendet. Process according to patent claim, characterized in that n-caproic anhydride is used as the n-capronylating agent.
CH206110D 1936-07-30 1936-07-30 Process for the preparation of a new ester of oestron. CH206110A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH206110T 1936-07-30
CH201115T 1936-11-20

Publications (1)

Publication Number Publication Date
CH206110A true CH206110A (en) 1939-07-15

Family

ID=25723668

Family Applications (1)

Application Number Title Priority Date Filing Date
CH206110D CH206110A (en) 1936-07-30 1936-07-30 Process for the preparation of a new ester of oestron.

Country Status (1)

Country Link
CH (1) CH206110A (en)

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