CH226816A - Process for preparing 5-pregnen-3-ol-20-one. - Google Patents
Process for preparing 5-pregnen-3-ol-20-one.Info
- Publication number
- CH226816A CH226816A CH226816DA CH226816A CH 226816 A CH226816 A CH 226816A CH 226816D A CH226816D A CH 226816DA CH 226816 A CH226816 A CH 226816A
- Authority
- CH
- Switzerland
- Prior art keywords
- pregnen
- preparing
- parts
- diazo
- production
- Prior art date
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
- 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)
Description
Verfahren zur Herstellung von dJ-Pregnen-3-ol-20-on. Es wurde gefunden, dass man zu d'-Pre- gnen-3-ol-20-on gelangen kann, wenn man d"-21-Diazo-pregnen-3-ol-20-on mit Jod- wasserstoff behandelt, z. B. indem man das Diazoketon mit jodwasserstoffsauren Salzen in Gegenwart von Säuren zusammenbringt, wobei intermediär die 21-Jodverbindung ent steht.
Das Verfahren kann durch die Formeln (I) und (II) erläutert werden, die dem nach stehend angeführten Ausführungsbeispiel entsprechen:
EMI0001.0013
Das entstehende d' - Pregnen - 3 - o1 - 20 - an schmilzt bei 190 (s. a. Butenandt, Westphal und Cobler, B. 67, S. 1616, 1934) und ist mit dem im Hauptpatent beschriebenen Produkt identisch. Es soll zur Herstellung von Heil mitteln und als Zwischenprodukt für die Herstellung von solchen dienen.
<I>Beispiel:</I> 0,5 Teile d5-21-Diazo-pregnen-3-ol-20-on vom F. 184-185 werden in 5 Teilen Alko hol unter Zusatz von 2 Teilen Natriumjodid und 0,5 Teilen konzentrierter Salzsäure nach Abklingen der ersten heftigen Reaktion zwei Stunden unter Rückfluss gekocht. Nach Ent- färbung mit der eben nötigen Menge Bisulfit- oder Thiosulfatlösung wird wie im Haupt patent angegeben aufgearbeitet und so das dort beschriebene d'-Pregnen-3-ol-20-on vom F. 190 erhalten.
Process for the preparation of dJ-pregnen-3-ol-20-one. It has been found that d'-pregnen-3-ol-20-one can be obtained if d "-21-diazo-pregnen-3-ol-20-one is treated with hydrogen iodide, e.g. B. by bringing the diazoketone together with hydroiodic acid salts in the presence of acids, the intermediate 21-iodine compound being ent.
The process can be explained by the formulas (I) and (II), which correspond to the exemplary embodiment listed below:
EMI0001.0013
The resulting d '- Pregnen - 3 - o1 - 20 - an melts at 190 (see also Butenandt, Westphal and Cobler, B. 67, p. 1616, 1934) and is identical to the product described in the main patent. It is to be used for the production of medicinal products and as an intermediate product for the production of such.
<I> Example: </I> 0.5 parts of d5-21-diazo-pregnen-3-ol-20-one of F. 184-185 are mixed in 5 parts of alcohol with the addition of 2 parts of sodium iodide and 0.5 After the first violent reaction subsided, parts of concentrated hydrochloric acid were refluxed for two hours. After decolorization with just the necessary amount of bisulfite or thiosulfate solution, it is worked up as stated in the main patent and the d'-pregnen-3-ol-20-one described there from F. 190 is obtained.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH215139T | 1937-03-29 | ||
CH226816T | 1937-03-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH226816A true CH226816A (en) | 1943-04-30 |
Family
ID=25725677
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH226816D CH226816A (en) | 1937-03-29 | 1937-03-29 | Process for preparing 5-pregnen-3-ol-20-one. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH226816A (en) |
-
1937
- 1937-03-29 CH CH226816D patent/CH226816A/en unknown
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