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CH224790A - Process for the production of vitamin E ester concentrates. - Google Patents

Process for the production of vitamin E ester concentrates.

Info

Publication number
CH224790A
CH224790A CH224790DA CH224790A CH 224790 A CH224790 A CH 224790A CH 224790D A CH224790D A CH 224790DA CH 224790 A CH224790 A CH 224790A
Authority
CH
Switzerland
Prior art keywords
vitamin
acetic anhydride
production
ester
ester concentrates
Prior art date
Application number
Other languages
German (de)
Inventor
Fabriken Knoll A-G Chemische
Original Assignee
Knoll 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 Knoll Ag filed Critical Knoll Ag
Publication of CH224790A publication Critical patent/CH224790A/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • A61K31/3533,4-Dihydrobenzopyrans, e.g. chroman, catechin
    • A61K31/355Tocopherols, e.g. vitamin E

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrane Compounds (AREA)

Description

  

  



  Verfahren zur Gewinnung von Vitamin-E-ester-Konzentraten.



   Es ist bekannt, Vitamin E oder Konzentrate der aus natürlichen vitamin-E-haltigen Materialien   gewonnenen Tocopherole, die    z. B. durch Verseifung von natürlichen vitamin-E-haltigen Ausgangsmaterialien hergestellt werden, zum Zwecke   der Stabilisie-    rung in ihre Ester  berzuf hren.



   Zur   Vermeidung einer vorherigen Versei-    fung der natürlichen vitamin-E-haltigen Ausgangsmaterialien kann man daran den  ken,    diese, z.   B.      Weizenkeimol,    direkt zu verestem. Es ist dabei jedoch zu   erwarten, daB    man ein Gemisch der Ester sÏmtlicher ver  esterbarer Anteile    des Ausgangsmaterials, z. B. eventuell auch von Sterinen, mit den   tandem    Bestandteilen des Ausgangsmaterials erhalt, welches zur Gewinnung eines Vit  amin-E-ester-Konzentrates,    dann noch langwierige Trennungsverfahren, z. B. eine frak  tionierte    Destillation, erfordert.



   Es wurde nun aber gefunden, dass man Vitamin E enthaltende nat rliche   Matera-    lien, wie z.   B.    die rohen Getreidekeim¯le, zur Gewinnung von Vitamin-E-ester-Konzentraten vor der Veresterung nicht erst, beispielsweise durch Verseifung, anzureichern braucht, sondern dass man aus vitamin-E-haltigen na  türlichen    Ausgangsmaterialien, z. B. aus un  vorbehandeltem Weizenkeimol,    unmittelbar zu Tocopherol-ester-Konzentraten gelangen kann, wenn man auf solche   Ausgangsmate-    rialien Essigsäureanhydrid in der WÏrme einwirken lϯt, unter Verwendung eines Überschusses an Essigsäureanhydrid, wobei z.

   B. aus   Getreidekeimol    eine klare Lösung entsteht, und aus der beim Erkalten sich   abtrennendenessigsäureanhydridhaitigen    Schicht, welche, wie sich   überraschender-    weise zeigte, den Vitamin-E-ester stark angereichert enthält, das überschüssige   Essig-    säureanhydrid abdestilliert. Man kann so auf einfache Weise   Vitamin-E-ester-gonzentrate    erhalten, in welchem das Vitamin gegenüber dem Ausgangsmaterial auf ein Vielfaches konzentriert ist.



   Beispiel :    1    Teil natürliches   Weizenkeimöl    wird mit 1 Teil Essigsäureanhydrid eine Stunde auf dem siedenden Wasserbad erhitzt, wobei durch die Erwärmung eine homogene Mi  schung    der beiden Phasen eintritt. Nach dem Erkalten tritt wieder eine Trennung in zwei Schichten ein. Die obere ölige Schicht wird aufs Neue mit einem gleichen Teile Essigsäureanhydrid erwärmt und diese Behandlung mehrmals wiederholt. Das Essigsäureanhydrid hat durch diese Behandlung die Hauptmenge der   vitamin-E-wirksamen    Stoffe aufgenommen, während die obere Schicht im wesentlichen nur die iibrigen Bestandteile des   Weizenkeimöls    enthält.

   Die so veresterbaren Anteile, wie insbesondere die   Tocopherole,    sind dabei in die entsprechenden EssigsÏureester  bergegangen. Durch Eindampfen der EssigsÏureanhydridausz ge im Vakuum erhält man ein gelbes   01,    das ein hochwertiges Konzentrat von   Vitamin-E-    acetat darstellt.



  



  Process for the production of vitamin E ester concentrates.



   It is known that vitamin E or concentrates of the tocopherols obtained from natural vitamin E-containing materials, which z. B. be produced by saponification of natural vitamin E-containing starting materials, for the purpose of stabilization in their esters.



   To avoid a previous saponification of the natural vitamin E-containing starting materials, one can think of these, z. B. wheat germ oil to esterify directly. It is to be expected, however, that a mixture of the esters of all esterifiable components of the starting material, e.g. B. possibly also of sterols, with the tandem components of the starting material obtained, which to obtain a vitamin E ester concentrate, then tedious separation processes, e.g. B. a fractional distillation requires.



   It has now been found, however, that natural materials containing vitamin E, such as z. B. the raw grain germ ¯le, to obtain vitamin E ester concentrates before esterification does not need to be enriched, for example by saponification, but rather that natural raw materials containing vitamin E, e.g. B. from un pretreated wheat germ oil, directly to tocopherol ester concentrates can be obtained if acetic anhydride is allowed to act on such starting materials in the heat, using an excess of acetic anhydride, with z.

   B. A clear solution is formed from grain germ oil, and the excess acetic anhydride is distilled off from the acetic anhydride-containing layer which separates on cooling and which, surprisingly, contains the vitamin E ester in a highly enriched manner. In this way, vitamin E ester concentrates can be obtained in a simple manner, in which the vitamin is concentrated many times over compared to the starting material.



   Example: 1 part of natural wheat germ oil is heated with 1 part of acetic anhydride on a boiling water bath for one hour, during which the two phases are homogeneously mixed. After cooling, there is again a separation into two layers. The upper oily layer is heated again with an equal part of acetic anhydride and this treatment is repeated several times. As a result of this treatment, the acetic anhydride has absorbed most of the vitamin E-active substances, while the upper layer contains essentially only the remaining components of the wheat germ oil.

   The parts that can be esterified in this way, such as the tocopherols in particular, are converted into the corresponding acetic acid esters. By evaporating the acetic anhydride extracts in vacuo, a yellow 01 is obtained, which is a high-quality concentrate of vitamin E acetate.

 

Claims (1)

PATENTANSPRUCH : Verfahren zur Gewinnung von Vitamin E-aster-gconzentraten, dadurch gekennzeich- net, dass man auf vitamin-E-haltige, nat rliche Materialien Essigsäureanhydrid in der Wärme einwirken lϯt, unter Verwen- dung eines ¯berschusses an EssigsÏureanhydrid, und aus der nach dem Erkalten sich abtrennenden essigsäureanhydridhaltigen Schicht, welche den Vitamin-E-ester angereichert enthalt, das überschussige Reagens abdestilliert. PATENT CLAIM: Process for the production of vitamin E aster concentrate, characterized in that acetic anhydride is allowed to act on vitamin E-containing natural materials in the heat, using an excess of acetic anhydride, and from the after cooling, the acetic anhydride-containing layer which separates and which contains the vitamin E ester in enriched form, the excess reagent is distilled off.
CH224790D 1940-08-18 1941-06-06 Process for the production of vitamin E ester concentrates. CH224790A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEK158476D DE728894C (en) 1940-08-18 1940-08-18 Process for obtaining vitamin E acetate concentrates

Publications (1)

Publication Number Publication Date
CH224790A true CH224790A (en) 1942-12-15

Family

ID=7253887

Family Applications (1)

Application Number Title Priority Date Filing Date
CH224790D CH224790A (en) 1940-08-18 1941-06-06 Process for the production of vitamin E ester concentrates.

Country Status (3)

Country Link
CH (1) CH224790A (en)
DE (1) DE728894C (en)
DK (1) DK62771C (en)

Also Published As

Publication number Publication date
DK62771C (en) 1944-10-09
DE728894C (en) 1942-12-07

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