CH240460A - Process for the preparation of di- (p-ethoxyphenyl) -benzyl-carbinol. - Google Patents

Process for the preparation of di- (p-ethoxyphenyl) -benzyl-carbinol.

Info

Publication number
CH240460A
CH240460A CH240460DA CH240460A CH 240460 A CH240460 A CH 240460A CH 240460D A CH240460D A CH 240460DA CH 240460 A CH240460 A CH 240460A
Authority
CH
Switzerland
Prior art keywords
benzyl
carbinol
preparation
ethoxyphenyl
decomposition
Prior art date
Application number
Other languages
German (de)
Inventor
Wilhelm Schoenberg Alex Julius
Tadros Wadie
Original Assignee
Schoenberg Alexander Julius Wi
Tadros Wadie
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 Schoenberg Alexander Julius Wi, Tadros Wadie filed Critical Schoenberg Alexander Julius Wi
Publication of CH240460A publication Critical patent/CH240460A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring

Landscapes

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

Description

  

  Verfahren zur Herstellung von     Di-(p-äthoayphenyl)-benzyl-earbinol.       Die Erfindung bezieht sich auf die Her  stellung von     Di-(p-äthogyphenyl)-benzyl-          carbinol,     
EMI0001.0004     
    Gemäss dem Verfahren der     Erfindung          wird    diese Substanz in guter Ausbeute durch       Einwirkung        eines        Benzyl-Metallderivates,    wie  z.

   B.     Benzyl-Magnesiumchlorid    oder     -bromid     oder     Benzyl-Lithium,    auf     4,4'-Diäthogybenzo-          phenon    und anschliessende Zersetzung der  entstandenen Verbindung hergestellt. Für die  Zersetzung verwendet man vorzugsweise  Wasser, das Salze, wie     @        Ammoniumohlorid     oder Säuren, wie Schwefelsäure enthält.  



  Die so erhaltene     Carbinolverbindung    ist       ein    wertvolles Zwischenprodukt für die Her  stellung von therapeutisch wirksamen Ver  bindungen.  



  Das nachstehende Beispiel zeigt wie die  Erfindung praktisch     durchgeführt    werden  kann.         Beispiel:     95 g     4,4'-Diäthogybenzophenon    werden       einem        Grignard-Reagens    zugesetzt, das er  halten     wurde    aus 14 g Magnesium, 85 g       Benzylchlorid    und 400 cm' trockenem Äther.  Nach     zweistündigem    Rühren wird die Lösung  über Nacht stehengelassen und dann mit kal  ter, wässriger     Ammoniumchloridlösung    zer  setzt.

   Das     Carbinol    wird mit einer     Benzol-          Äther-Mischung        extrahiert,    und aus Benzin  vom     Siedepunkt    100-110  C oder 100 bis  150  C zur     Reinigung    umkristallisiert. Es  scheidet sich in farblosen Kristallen vom       Smp.    124  C ab. Ausbeute: etwa 90 % der  Theorie.



  Process for the preparation of di- (p-ethiophenyl) -benzyl-earbinol. The invention relates to the Her position of di- (p-ethogyphenyl) -benzyl-carbinol,
EMI0001.0004
    According to the method of the invention, this substance is in good yield by the action of a benzyl metal derivative, such as.

   B. benzyl magnesium chloride or bromide or benzyl lithium, on 4,4'-diethogybenzo- phenone and subsequent decomposition of the compound produced. For the decomposition, preference is given to using water which contains salts such as ammonium chloride or acids such as sulfuric acid.



  The carbinol compound thus obtained is a valuable intermediate product for the preparation of therapeutically effective compounds.



  The following example shows how the invention can be put into practice. Example: 95 g of 4,4'-diethogybenzophenone are added to a Grignard reagent, which he was kept from 14 g of magnesium, 85 g of benzyl chloride and 400 cm 'of dry ether. After stirring for two hours, the solution is left to stand overnight and then decomposed with cold, aqueous ammonium chloride solution.

   The carbinol is extracted with a benzene-ether mixture and recrystallized from gasoline with a boiling point of 100-110 C or 100 to 150 C for purification. It separates out in colorless crystals with a melting point of 124 ° C. Yield: about 90% of theory.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Di-(p- äthogyy-phenyl)-benzyl-carbinol, dadurch ge kennzeichnet, dass man 4,4'-Diäthogybenzo- phenon mit einem Benzyl-Metallderivat um setzt und die entstandene Verbindung zer setzt. Die neue Verbindung bildet farblose Kri stalle vom Smp. 124 C. UNTERANSPRüCHE: 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man Benzyl-Ma- gnesiumchlorid verwendet. 2. PATENT CLAIM: Process for the production of di- (p- äthogyy-phenyl) -benzyl-carbinol, characterized in that 4,4'-diethogybenzo- phenone is reacted with a benzyl metal derivative and the resulting compound decomposes. The new compound forms colorless crystals with a melting point of 124 C. SUBSTANTIAL CLAIMS: 1. Method according to patent claim, characterized in that benzyl magnesium chloride is used. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man Benzyl-Ma- gnesiumbromid verwendet. 3. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man Benzyl-Li- thium verwendet. 4. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man die Zerset zung mit rlmmoniumchlorid enthaltendem Wasser vornimmt. Method according to claim, characterized in that benzyl magnesium bromide is used. 3. The method according to claim, characterized in that benzyl lithium is used. 4. The method according to claim, characterized in that the decomposition is carried out with water containing ammonium chloride.
CH240460D 1943-01-28 1944-06-22 Process for the preparation of di- (p-ethoxyphenyl) -benzyl-carbinol. CH240460A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB240460X 1943-01-28

Publications (1)

Publication Number Publication Date
CH240460A true CH240460A (en) 1945-12-31

Family

ID=10205504

Family Applications (1)

Application Number Title Priority Date Filing Date
CH240460D CH240460A (en) 1943-01-28 1944-06-22 Process for the preparation of di- (p-ethoxyphenyl) -benzyl-carbinol.

Country Status (1)

Country Link
CH (1) CH240460A (en)

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