CH143243A - Process for the preparation of a compound with a hydrogenated ring system. - Google Patents

Process for the preparation of a compound with a hydrogenated ring system.

Info

Publication number
CH143243A
CH143243A CH143243DA CH143243A CH 143243 A CH143243 A CH 143243A CH 143243D A CH143243D A CH 143243DA CH 143243 A CH143243 A CH 143243A
Authority
CH
Switzerland
Prior art keywords
compound
preparation
ring system
hydrogenated ring
reminiscent
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 CH143243A publication Critical patent/CH143243A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/38—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
    • C07C47/42—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings with a six-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/69—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to carbon-to-carbon double or triple bonds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Verfahren    zur Darstellung einer     'Verbindung    mit hydriertem     Ringsystem.       Gegenstand dieses Zusatzpatentes ist ein  Verfahren zur Darstellung einer Verbindung  von folgender     Konstitution     
EMI0001.0005     
    welches dadurch     gekennzeichnet    ist, dass man  1     .4-Dimethylbutadietl    mit     Crotottaldehyd    kon  densiert. Die neue Verbindung soll zur Her  stellung von     Farbstoffen,    pharmazeutischen  Produkten und Riechstoffen verwendet werden.

    <I>Beispiel:</I>  82 Gewichtsteile     1.4-Ditnethylbutadiett     und 210 Gewichtsteile     Crotonaldehvd    werden    in einem Druckgefäss 4     Stunden    auf 160  oder     \'    Stunden auf 200   erhitzt. Das Reak  tionsgemisch wird darauf im Vakuum destil  liert. Nach einem grösseren Vorlauf von       unverändertem        Kohlenwasserstoff    und     Gro-          tonaldehyd    erhält man eine Hauptfraktion vom  Kp.     15    60 bis 118  . Man destilliert sie noch  mals.

   Aus der so erhaltenen Fraktion vom  Kp.     1;,    70 bis 110   wird der Aldehyd     über     die     Bisttlfitverbindung    rein     gewonnen.    Er zeigt  den Siedepunkt Kp.     1;    83 bis 84   und stellt  ein wasserhelles, bewegliches, lichtbrechendes  <B>Öl</B> dar. Sein Geruch ist charakteristisch; er       erinnert    in starker Verdünnung an den von       frischem    Heu. Behandelt man den Vorlauf  nochmals wie oben, so erhält man eine wei  tere     Alenge    des Aldehyds.



      Process for the preparation of a compound with a hydrogenated ring system. The subject of this additional patent is a method for the preparation of a compound of the following constitution
EMI0001.0005
    which is characterized in that 1,4-dimethylbutadietl is condensed with crotottaldehyde. The new compound is to be used for the manufacture of dyes, pharmaceutical products and fragrances.

    <I> Example: </I> 82 parts by weight of 1,4-diethylbutadiett and 210 parts by weight of crotonaldehyde are heated in a pressure vessel for 4 hours to 160 or \ 'hours to 200. The reaction mixture is then distilled in vacuo. After a larger flow of unchanged hydrocarbons and grotonaldehyde, a main fraction of bp 15 60 to 118 is obtained. They are distilled again.

   From the fraction of bp 1.70 to 110 obtained in this way, the aldehyde is obtained in pure form via the bisttlfit compound. It shows the boiling point bp 1; 83 to 84 and represents a water-white, mobile, light-refracting <B> oil </B>. Its smell is characteristic; in strong dilution it is reminiscent of that of fresh hay. If you treat the forerun again as above, you get a further aldehyde of the aldehyde.

Claims (1)

PATENTAI,TSPRUCIi Verfahren zur Darstellung einer Verbin dung von folgender Konstitution EMI0002.0001 dadurch gekennzeichnet, dass nian 1-4-Dime- thvlbutadien mit Orotonaldehyd kondensiert. Das neue Produkt ist ein wasserhelles, be wegliches, lichtbrechendes 01--und siedet bei 1.3 mm Druck bei<B>83</B> bis 84 C. Sein Geruch erinnert in starker Verdünnung an den von frischem Heu. PATENTAI, TSPRUCIi Process for the representation of a compound of the following constitution EMI0002.0001 characterized in that nian 1-4-dimethyl butadiene condenses with orotonaldehyde. The new product is a water-white, mobile, refractive 01 - and boils at 1.3 mm pressure at <B> 83 </B> to 84 C. Its odor, when strongly diluted, is reminiscent of that of fresh hay.
CH143243D 1928-11-29 1928-11-29 Process for the preparation of a compound with a hydrogenated ring system. CH143243A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH143243T 1928-11-29
CH141523T 1930-08-15

Publications (1)

Publication Number Publication Date
CH143243A true CH143243A (en) 1930-10-31

Family

ID=25713709

Family Applications (1)

Application Number Title Priority Date Filing Date
CH143243D CH143243A (en) 1928-11-29 1928-11-29 Process for the preparation of a compound with a hydrogenated ring system.

Country Status (1)

Country Link
CH (1) CH143243A (en)

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