CH227125A - Process for the preparation of a pyrrolidone derivative. - Google Patents

Process for the preparation of a pyrrolidone derivative.

Info

Publication number
CH227125A
CH227125A CH227125DA CH227125A CH 227125 A CH227125 A CH 227125A CH 227125D A CH227125D A CH 227125DA CH 227125 A CH227125 A CH 227125A
Authority
CH
Switzerland
Prior art keywords
preparation
pyrrolidone derivative
pyrrolidone
cyclohexyl
derivative
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 CH227125A publication Critical patent/CH227125A/en

Links

Classifications

    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M50/00—Constructional details or processes of manufacture of the non-active parts of electrochemical cells other than fuel cells, e.g. hybrid cells
    • H01M50/20—Mountings; Secondary casings or frames; Racks, modules or packs; Suspension devices; Shock absorbers; Transport or carrying devices; Holders
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
    • Y02E60/10—Energy storage using batteries

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Electrochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pyrrole Compounds (AREA)

Description

       

  Verfahren zur Herstellung eines     gyr    r     olidonderivates.       Es wurde gefunden, dass man ein neues       Pyrrolidonderivat    der Formel  
EMI0001.0004     
    erhält, wenn man     1-Nitrocyclohexyl-l-propion-          säureester    der katalytischen Hydrierung un  terwirft. Diese kann unter den für die Re  duktion von     Nitro-    zu     Aminogruppen    üblichen  Bedingungen erfolgen. Die neue Verbindung  kann als Zwischenprodukt, insbesondere für  pharmazeutische Produkte Verwendung finden.

    <I>Beispiel:</I>  100 Gewichtsteile     1-Nitrocyclohexyl-l-pro-          pionsäureäthylester,    hergestellt durch Um-         setzung    von     Nitrocyclohexan    mit     Acrylsäure-          äthylester    in Gegenwart     alkalisch    reagieren  der Mittel, werden     in    100 Gewichtsteilen  Methanol gelöst und nach Zugabe von 5 Teilen       Raney-Nickel    bei<B>30-500</B> und 100 Atmo  sphären     Wasserstoffdruck    im     Autoklaven    redu  ziert.

   Wenn die     Wasserstoffaufnahme    been  digt ist, wird die Reaktionslösung durch Fil  trieren vom Katalysator befreit. Der nach  dem Abdampfen des Methanols verbleibende  kristalline Rückstand kann zur weiteren  Reinigung, z. B. aus     Methylcyclohexan,    um  kristallisiert werden. Er besteht aus dem     5-          spiro-Cyclohexyl-2-pyrrolidon    der Formel  
EMI0001.0024     
      vom Schmelzpunkt 13-133  . Die Ausbeute  ist praktisch quantitativ.



  Process for the production of a gyr olidone derivative. It has been found that a new pyrrolidone derivative of the formula
EMI0001.0004
    obtained when 1-nitrocyclohexyl-l-propionic acid ester is subjected to catalytic hydrogenation. This can be carried out under the usual conditions for reducing nitro to amino groups. The new compound can be used as an intermediate product, in particular for pharmaceutical products.

    <I> Example: </I> 100 parts by weight of 1-nitrocyclohexyl-l-propionic acid ethyl ester, prepared by reacting nitrocyclohexane with acrylic acid ethyl ester in the presence of an alkaline agent, are dissolved in 100 parts by weight methanol and, after adding 5 Share Raney nickel at <B> 30-500 </B> and 100 atmospheres hydrogen pressure reduced in the autoclave.

   When the uptake of hydrogen has ended, the reaction solution is freed from the catalyst by filtration. The crystalline residue remaining after evaporation of the methanol can be used for further purification, e.g. B. from methylcyclohexane to be crystallized. It consists of the 5-spiro-cyclohexyl-2-pyrrolidone of the formula
EMI0001.0024
      from melting point 13-133. The yield is practically quantitative.

Claims (1)

PATENTANTSPRUCH Verfahren zur Herstellung eines neuen Pyrrolidonderivates der Formel EMI0002.0003 dadurch gekennzeichnet, dass man 1.-Nitro- cyclohexyl-l-propionsäureester der katalyti schen Hydrierung unterwirft. Das so erhaltene 5-spiro-Cyclohexyl-2-pyr- rolidon bildet farblose Kristalle vom Schmelz punkt 132-133 . PATENT CLAIM Process for the production of a new pyrrolidone derivative of the formula EMI0002.0003 characterized in that 1.-nitro-cyclohexyl-l-propionic acid ester is subjected to the catalytic hydrogenation. The 5-spiro-cyclohexyl-2-pyrrolidone thus obtained forms colorless crystals with a melting point of 132-133.
CH227125D 1941-04-04 1942-03-19 Process for the preparation of a pyrrolidone derivative. CH227125A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE227125X 1941-04-04

Publications (1)

Publication Number Publication Date
CH227125A true CH227125A (en) 1943-05-31

Family

ID=5866533

Family Applications (1)

Application Number Title Priority Date Filing Date
CH227125D CH227125A (en) 1941-04-04 1942-03-19 Process for the preparation of a pyrrolidone derivative.

Country Status (1)

Country Link
CH (1) CH227125A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2911409A (en) * 1955-07-18 1959-11-03 Upjohn Co 2-spiro-substituted pyrrolidines
DE1133375B (en) * 1958-10-02 1962-07-19 Ciba Geigy Process for the preparation of N-alkylated 1-azaspiro [4, 5] cyclo-decan-2-ones

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2911409A (en) * 1955-07-18 1959-11-03 Upjohn Co 2-spiro-substituted pyrrolidines
DE1133375B (en) * 1958-10-02 1962-07-19 Ciba Geigy Process for the preparation of N-alkylated 1-azaspiro [4, 5] cyclo-decan-2-ones

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