Reaktion #44469

Reaktionsgleichung

8-chloro-10,11-dihydro-5H-dibenzo[b,f][1,4]diazepine

→

title compound

Ausbeute 102.6%

8-Chloro-5H-dibenzo[b,f][1,4]diazepine

Ausbeute 102.6%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationAfter filtration through dicalite
2. 2
   Waschenwashing with CH2Cl2
3. 3
   Sonstigethe volatiles were removed in vacuo
4. 4
   workup.DISSOLUTIONThe crude product was dissolved in ethanol (250 mL) wherafter 2N (aq) NaOH (20 mL)
5. 5
   workup.ADDITIONwas added
6. 6
   workup.STIRRINGThis mixture was stirred at room temperature for 2.5 h
7. 7
   FiltrationThe reaction mixture was filtrated through dicalite
8. 8
   Waschenwashed with CH2Cl2
9. 9
   SonstigeAfter removal of the solvent under reduced pressure
10. 10
    workup.DISSOLUTIONthe residu was dissolved in ethanol (350 mL)
11. 11
    workup.ADDITIONNaOH (2N, 20 mL) was added
12. 12
    workup.STIRRINGthe mixture was stirred for 3 h
13. 13
    workup.ADDITIONWater was added
14. 14
    Extraktionthe mixture was extracted with ethyl acetate (3×)
15. 15
    WaschenThe combined organic layers were washed with brine
16. 16
    Sonstigedried
17. 17
    Sonstigeevaporated

Vorschrift

To a solution of 8-chloro-10,11-dihydro-5H-dibenzo[b,f][1,4]diazepine (8.75 g, 37.9 mmol) in CH2Cl2 (375 mL) was added MnO2 (14.5 g, 166 mmol). The reaction mixture was stirred at room temperature for 1.5 h. After filtration through dicalite, washing with CH2Cl2, the volatiles were removed in vacuo. The crude product was dissolved in ethanol (250 mL) wherafter 2N (aq) NaOH (20 mL) was added. This mixture was stirred at room temperature for 2.5 h. The reaction mixture was filtrated through dicalite and washed with CH2Cl2. After removal of the solvent under reduced pressure, the residu was dissolved in ethanol (350 mL). NaOH (2N, 20 mL) was added and the mixture was stirred for 3 h. Water was added and the mixture was extracted with ethyl acetate (3×). The combined organic layers were washed with brine, dried and evaporated to afford the title compound (8.9 g, 38.9 mmol).

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