CH143252A - 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
CH143252A
CH143252A CH143252DA CH143252A CH 143252 A CH143252 A CH 143252A CH 143252D A CH143252D A CH 143252DA CH 143252 A CH143252 A CH 143252A
Authority
CH
Switzerland
Prior art keywords
compound
preparation
ring system
hydrogenated ring
cyclohexadiene
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 CH143252A publication Critical patent/CH143252A/en

Links

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
    • C07C47/44—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings polycyclic
    • C07C47/445—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings polycyclic containing a condensed ring system
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Fats And Perfumes (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  
EMI0001.0001     
    welches dadurch gekennzeichnet ist, dass man  0     1.3-Cyclohexadien    mit     Crotonaldehyd    kon  densiert. Die neue Verbindung soll zur Her  stellung     von    Farbstoffen, pharmazeutischen  Produkten und     Riechstoffen    verwendet werden.       Beispiel:     80 Gewichtsteile     /\        1.3-Cyclohexadien     werden mit 210 Gewichtsteilen     Crotonaldehyd     im Druckgefäss 4 Stunden auf<B>1601</B> C erhitzt.

    Das Reaktionsprodukt wird bei gewöhnlichem    Druck bis 105          C     abdestilliert    und der Rück  stand dann einer Vakuumdestillation unter  worfen. Das neue Produkt ist in der Fraktion       Kp.ii-i-.    : 80-100o C enthalten.  



  Um den reinen Aldehyd zu isolieren, wird  die erhaltene Rohfraktion mit der 3fachen  Menge     Bisulfitlauge    durchgeschüttelt. Nach  einigem Stehen scheidet sich die feste     Bi-          sulfitverbindung    des Kondensationsproduktes  ab. Nach dem Abtrennen und Waschen mit       wenigBisulfitlauge    wird die Doppelverbindung  mit     Sodalösung    zersetzt.  



  Der Aldehyd scheidet sich als farbloses  Öl ab, durch erneute Vakuumdestillation er  hält man ihn bei Kp.     io-ii    : 83,2-85 o C als  farblose Flüssigkeit von angenehmem Geruch.



  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
EMI0001.0001
    which is characterized in that 0 1,3-cyclohexadiene condenses with crotonaldehyde. The new compound is to be used for the manufacture of dyes, pharmaceutical products and fragrances. Example: 80 parts by weight of 1,3-cyclohexadiene are heated with 210 parts by weight of crotonaldehyde in a pressure vessel at 1601C for 4 hours.

    The reaction product is distilled off at normal pressure of up to 105 ° C. and the residue is then subjected to vacuum distillation. The new product is in the Kp.ii-i- fraction. : 80-100o C included.



  In order to isolate the pure aldehyde, the crude fraction obtained is shaken with 3 times the amount of bisulfite liquor. After standing for a while, the solid bisulfite compound of the condensation product separates out. After separating and washing with a little bisulfite liquor, the double compound is decomposed with soda solution.



  The aldehyde separates out as a colorless oil, by renewed vacuum distillation it is kept at b.p. IO-II: 83.2-85 ° C. as a colorless liquid with a pleasant odor.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung einer Verbin dung von folgender Konstitution EMI0002.0001 dadurch gekennzeichnet, dass man Grotonal- dehyd mit A 1. 3-Cyclohexadien kondensiert. Der Aldehyd siedet bei Kp. io-ii : 88,2 bis 85 C und stellt eine farblose Flüssigkeit von angenehmem Geruch dar. PATENT CLAIM: Method for representing a compound of the following constitution EMI0002.0001 characterized in that grotonaldehyde is condensed with A 1. 3-cyclohexadiene. The aldehyde boils at boiling point io-ii: 88.2 to 85 ° C. and is a colorless liquid with a pleasant odor.
CH143252D 1929-01-07 1929-01-07 Process for the preparation of a compound with a hydrogenated ring system. CH143252A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH143252T 1929-01-07
CH141523T 1930-08-15

Publications (1)

Publication Number Publication Date
CH143252A true CH143252A (en) 1930-10-31

Family

ID=25713718

Family Applications (1)

Application Number Title Priority Date Filing Date
CH143252D CH143252A (en) 1929-01-07 1929-01-07 Process for the preparation of a compound with a hydrogenated ring system.

Country Status (1)

Country Link
CH (1) CH143252A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0340645A1 (en) * 1988-05-05 1989-11-08 Henkel Kommanditgesellschaft auf Aktien Formyl-Trimethylbicyclo(2,2,2)oct-7-ene Isomers

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0340645A1 (en) * 1988-05-05 1989-11-08 Henkel Kommanditgesellschaft auf Aktien Formyl-Trimethylbicyclo(2,2,2)oct-7-ene Isomers
US4992416A (en) * 1988-05-05 1991-02-12 Henkel Kommanditgesellschaft Auf Aktien Isomeric formyl trimethylbicyclo[2.2.2]oct-7-enes

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