CH143244A - 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
CH143244A
CH143244A CH143244DA CH143244A CH 143244 A CH143244 A CH 143244A CH 143244D A CH143244D A CH 143244DA CH 143244 A CH143244 A CH 143244A
Authority
CH
Switzerland
Prior art keywords
preparation
compound
ring system
hydrogenated ring
crotonaldehyde
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 CH143244A publication Critical patent/CH143244A/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 eines     Tetra-inethyl-          tetrahydrobenzaldehyds,    welches dadurch ge  kennzeichnet ist, dass man     1.1.4-Trimethyl-          butadien    mit     Crotonaldehyd    kondensiert. Die  neue Verbindung soll zur Herstellung von  Farbstoffen, pharmazeutischen Produkten und  Riechstoffen verwendet werden.  



  <I>Beispiel:</I>  96 Gewichtsteile 1 .1.     4-Ti#iinethylbutadieii     und 210 Gewichtsteile     Crotonaldehyd    werden  in einem Druckgefäss 3     Stunden    auf 180    erhitzt.     Mai)    destilliert das Reaktionsgemisch  darauf im Vakuum. Nach einem grössere Vor  lauf, der aus unverändertem Kohlenwasser  stoff und     Crotonaldehyd    besteht, erhält man  eine Hauptfraktion, die bei einem Druck von  16 mm zwischen 80-125   siedet. Diese wird  nochmals destilliert. Der reine Aldehyd wird  aus der so erhaltenen Fraktion vom     Kp.        1s     90-115   über die     Bisulfitverbindung    gewon  nen.

   Er besitzt den Siedepunkt Kp     ie    92-93    und stellt ein wasserhelles, bewegliches, stark  lichtbrechendes Öl dar. Sein nicht unange  nehmer Geruch erinnert in starker Verdünnung  an den von frischem Heu.  



  Aus dem Vorlauf kann durch Wieder  holung des     Erhitzens    eine weitere Menge  des Aldehyds gewonnen werden.



  Process for the preparation of a compound with a hydrogenated ring system. The subject of this additional patent is a process for the preparation of a tetra-methyl-tetrahydrobenzaldehyde, which is characterized in that 1,1.4-trimethylbutadiene is condensed with crotonaldehyde. The new compound is intended to be used in the manufacture of dyes, pharmaceutical products and fragrances.



  <I> Example: </I> 96 parts by weight 1 .1. 4-Ti # iinethylbutadieii and 210 parts by weight of crotonaldehyde are heated to 180 in a pressure vessel for 3 hours. May) the reaction mixture is then distilled in vacuo. After a larger forerun, which consists of unchanged hydrocarbon and crotonaldehyde, a main fraction is obtained that boils between 80-125 at a pressure of 16 mm. This is distilled again. The pure aldehyde is obtained from the fraction of bp 1s 90-115 obtained in this way via the bisulfite compound.

   It has a boiling point of Kp ie 92-93 and is a water-white, mobile, strongly refractive oil. Its not unpleasant odor, when strongly diluted, is reminiscent of that of fresh hay.



  A further amount of the aldehyde can be obtained from the forerun by repeating the heating.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Tetra inethyl-tetrahydrobenzaldehyds, dadurch ge liennzeichnet, dass man Crotonaldehyd mit 1.1.4-Trimethylhutadien kondensiert. Das neue Produkt siedet bei 16 mm Druck bei <B>92-930</B> und stellt ein wasserhelles, beweg liches, stark. lichtbrechendes Öl dar. Sein Ge ruch erinnert in starker Verdünnung an den von frischem Heu. Claim: Process for the preparation of a tetra inethyl-tetrahydrobenzaldehyde, characterized in that crotonaldehyde is condensed with 1.1.4-trimethylhutadiene. The new product boils at <B> 92-930 </B> at 16 mm pressure and represents a water-clear, mobile, strong. refractive oil. Its odor, when strongly diluted, is reminiscent of that of fresh hay.
CH143244D 1928-11-29 1928-11-29 Process for the preparation of a compound with a hydrogenated ring system. CH143244A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH143244T 1928-11-29
CH141523T 1930-08-15

Publications (1)

Publication Number Publication Date
CH143244A true CH143244A (en) 1930-10-31

Family

ID=25713710

Family Applications (1)

Application Number Title Priority Date Filing Date
CH143244D CH143244A (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) CH143244A (en)

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