AT58276B - Process for the preparation of fenchyl salicylate and its aliphatic acyl derivatives. - Google Patents

Process for the preparation of fenchyl salicylate and its aliphatic acyl derivatives.

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Publication number
AT58276B
AT58276B AT58276DA AT58276B AT 58276 B AT58276 B AT 58276B AT 58276D A AT58276D A AT 58276DA AT 58276 B AT58276 B AT 58276B
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AT
Austria
Prior art keywords
fenchyl
salicylate
preparation
aliphatic acyl
acyl derivatives
Prior art date
Application number
Other languages
German (de)
Original Assignee
Chem Fab Dr V Kereszty
Wolf & Cie Dr
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 Fab Dr V Kereszty, Wolf & Cie Dr filed Critical Chem Fab Dr V Kereszty
Application granted granted Critical
Publication of AT58276B publication Critical patent/AT58276B/en

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Description

  

   <Desc/Clms Page number 1> 
 



  Verfahren zur Darstellung des Salizylsäurefenchylesters und seiner aliphatischen
Azylderivate. 



   Die als Antirheumatika bekannten salizylsauren Terpenester, z. B. Salizylsäurementholund Salizylsäureborneolester, haben den Nachteil, dass sie flüssig'sind und somit nur äusserlich angewendet werden können. 



   Es wurde nun gefunden, dass der unbekannte Salizylsäurefenchylester fest und kristallinisch, somit auch innerlich leicht dosierbar ist und z. B. den einzigen festen, salizylsauren Ester der therapeutisch verwendbaren Terpenalkohole bildet. 



   Die Darstellung des Salizylsäurefenchylesters erfolgt nach den   üblichen   Methoden.
B e i s p i e l 1: Molekulare Mengen von Salizylsäuremethylester und   Fcuchylalkohol   werden in einem kupfernen   Gefässe   unter Zusatz von Natriummethylat mehrere Stunden auf 1600 erhitzt, wobei   Methyialkohol und   eine kleine Menge   Fenchylalkohol   überdestilliert. Nach etwa sechs Stunden gibt   man # Molekül Fenchylalkohol   tropfenweise zu, um die Reaktion zu   vervollständigen.   



   Die Reaktionsmasse wird in Benzol aufgenommen, mit Sodalösung bis zur neutralen Reaktion gewaschen und   1m   Vakuum destilliert. Die im Vorlauf befindlichen, kleinen Mengen von Fenchyalkohol und Salizylsäuremethylester können in üblicher Weise getrennt und wiedergewonnen werden. 



   Beispiel 2 : Molekulare Mengen von Salizylsäure und Fenchylalkohol werden zwölf   Stunden long   unter Durchleitung von   Kohlensäure   auf   1800 erhitzt,   bis kein Wasser mehr entweicht. Die Reaktionsmasse wird auf die im früheren Beispiel angegebene Weise gereinigt. 
 EMI1.1 
 und wird durch Kochen mit Sodalösung leicht verseift. 



    PATENT-ANSPRÜCHE :  
1. Verfahren zur Darstellung des Salizylsaurefenchylesters, dadurch gekennzeichnet, dass man   Fenchyla1koh01   durch   Einwirkung   von   Salizylsaure   oder ihren Alkylestern nach bekannten Methoden in Salizylsaurefenchylester überführt. 

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



   <Desc / Clms Page number 1>
 



  Process for the preparation of the salicylic acid fenchyl ester and its aliphatic
Acyl derivatives.



   The salicylic acid terpene esters known as antirheumatic agents, e.g. B. salicylic acid borneol and salicylic acid borneol esters have the disadvantage that they are liquid and can therefore only be used externally.



   It has now been found that the unknown fenchyl salicylate is solid and crystalline, thus also easy to dose internally and z. B. forms the only solid, salicylic acid ester of the therapeutically useful terpene alcohols.



   The fenchyl salicylate is prepared by the customary methods.
Example 1: Molecular amounts of methyl salicylate and fenchyl alcohol are heated to 1600 for several hours in a copper vessel with the addition of sodium methylate, with methyl alcohol and a small amount of fenchyl alcohol distilling over. After about six hours, # molecule of fenchyl alcohol is added dropwise to complete the reaction.



   The reaction mass is taken up in benzene, washed with soda solution until the reaction is neutral and distilled in a vacuum. The small amounts of fenchy alcohol and salicylic acid methyl ester in the forerunner can be separated and recovered in the usual way.



   Example 2: Molecular amounts of salicylic acid and fenchyl alcohol are heated to 1800 for twelve hours while passing through carbonic acid until no more water escapes. The reaction mass is purified in the manner indicated in the previous example.
 EMI1.1
 and is easily saponified by boiling with soda solution.



    PATENT CLAIMS:
1. A process for the preparation of the salicylic acid fenchyl ester, characterized in that fenchyla1koh01 is converted into salicylic acid fenchyl ester by the action of salicylic acid or its alkyl esters by known methods.

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

Claims (1)

2. Verfahren zur Darstellung von Azytderivaten des Salizylsäurefenchylesters, dadurch gekennzeichnet, dass in den Salizylsäurefenchylester nach bekannten Methoden niedere, aliphatische Azylgruppen eingeführt werden. **WARNUNG** Ende CLMS Feld Kannt Anfang DESC uberlappen**. 2. A process for the preparation of acyte derivatives of fenchyl salicylate, characterized in that lower, aliphatic acyl groups are introduced into the fenchyl salicylate by known methods. ** WARNING ** End of CLMS field may overlap beginning of DESC **.
AT58276D 1910-12-06 1911-11-28 Process for the preparation of fenchyl salicylate and its aliphatic acyl derivatives. AT58276B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HU58276X 1910-12-06

Publications (1)

Publication Number Publication Date
AT58276B true AT58276B (en) 1913-03-26

Family

ID=10970797

Family Applications (1)

Application Number Title Priority Date Filing Date
AT58276D AT58276B (en) 1910-12-06 1911-11-28 Process for the preparation of fenchyl salicylate and its aliphatic acyl derivatives.

Country Status (1)

Country Link
AT (1) AT58276B (en)

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