CH143240A - Process for the preparation of a mixture of compounds with a hydrogenated ring system. - Google Patents

Process for the preparation of a mixture of compounds with a hydrogenated ring system.

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Publication number
CH143240A
CH143240A CH143240DA CH143240A CH 143240 A CH143240 A CH 143240A CH 143240D A CH143240D A CH 143240DA CH 143240 A CH143240 A CH 143240A
Authority
CH
Switzerland
Prior art keywords
mixture
preparation
compounds
ring system
hydrogenated ring
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH143240A publication Critical patent/CH143240A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  verfahren zur     @arstelhxn_eines-C=emisches_yon_Yerbin@3nngen=nri-          hydriertem    Ringsystem.    Gegenstand dieses Zusatzpatentes ist ein  Verfahren zur Darstellung eines Gemisches  der Cis- und     Transverbindung    von folgender  Konstitution  
EMI0001.0004     
    welches dadurch     gekennzeichnet    ist, dass  man     Crotonsäurenitril    mit     Cyclopentadien     kondensiert. Die neue Verbindung soll zur  Herstellung von     Farbstoffen,    pharmazeutischen  Produkten und     Riechstoffen    verwendet wer  den.  



  <I>Beispiel:</I>  76 Gewichtsteile     Crotonsäurenitril   <B>(CM.</B>       CH=CH.    C     N)    und 99 Gewichtsteile frisch  destilliertes     Cyclopentadien    werden in einem  Druckgefäss 6 Stunden auf 150-160   C erhitzt.  Das Gemisch der beiden als Reaktionspro-         dukte    erhältlichen     Isomeren    siedet unter 12  mm bei     60-88,5'.    Die schwach braun ge  färbte Flüssigkeit kann im Vakuum destilliert  werden.

   Man kann hierbei zwei Fraktionen  vom Siedepunkt     Kp.        i2        60-62"    und     Kp.        ix          87-88,50    erhalten, die vermutlich Cis- und       Transisomere    sind. Die beiden Fraktionen  stellen wasserhelle Öle dar, welche bei Ab  kühlung zu glasigen, kristallinen Massen er  starren. Sie besitzen einen an Kampfer und       Nitrile    erinnernden Geruch.



  procedure for @ arstelhxn_eines-C = emisches_yon_Yerbin @ 3nngen = nri-hydrogenated ring system. The subject of this additional patent is a process for the preparation of a mixture of the cis and trans compounds with the following constitution
EMI0001.0004
    which is characterized in that crotononitrile is condensed with cyclopentadiene. The new compound is said to be used in the manufacture of dyes, pharmaceutical products and fragrances.



  <I> Example: </I> 76 parts by weight of crotononitrile <B> (CM. </B> CH = CH. C N) and 99 parts by weight of freshly distilled cyclopentadiene are heated to 150-160 C for 6 hours in a pressure vessel. The mixture of the two isomers available as reaction products boils below 12 mm at 60-88.5 '. The slightly brown colored liquid can be distilled in vacuo.

   You can get two fractions with a boiling point of bp. I2 60-62 "and b.p. ix 87-88.50, which are presumably cis and trans isomers. The two fractions represent water-white oils which, when cooled, turn into glassy, crystalline masses he stare. They have a smell reminiscent of camphor and nitrile.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Gemisches der Cis- und Transverbindung von folgender Konstitution EMI0001.0026 dadurch gekennzeichnet, dass man Croton- säurenitril mit Cyclopentadien 'kondensiert. Das Gemisch siedet von 60-88,5' bei 12 mm Druck und lässt sich durch weitere Destillation in zwei Fraktionen vom Siede punkt 60-620 bei , -12 mm Druck und 87-88,5" bei 12 mm Druck trennen. Die beiden Fraktionen stellen wasserhelle Öle dar, welche beim Abküfilen zu glasigen Kristallen erstarren. PATENT CLAIM: Process for the preparation of a mixture of the cis and trans compounds of the following constitution EMI0001.0026 characterized in that crotonic acid nitrile is condensed with cyclopentadiene '. The mixture boils from 60-88.5 'at 12 mm pressure and can be separated by further distillation into two fractions from the boiling point 60-620 at. -12 mm pressure and 87-88.5 "at 12 mm pressure. The two Fractions are water-white oils which solidify to glassy crystals when they are cooled.
CH143240D 1927-11-05 1928-11-02 Process for the preparation of a mixture of compounds with a hydrogenated ring system. CH143240A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE143240X 1927-11-05
CH141523T 1930-08-15

Publications (1)

Publication Number Publication Date
CH143240A true CH143240A (en) 1930-10-31

Family

ID=25713761

Family Applications (1)

Application Number Title Priority Date Filing Date
CH143240D CH143240A (en) 1927-11-05 1928-11-02 Process for the preparation of a mixture of compounds with a hydrogenated ring system.

Country Status (1)

Country Link
CH (1) CH143240A (en)

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