반응 #44469

반응 방정식

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

→

title compound

수율 102.6%

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

수율 102.6%

용매

CH2Cl2

반응 조건

후처리

1. 1
   여과After filtration through dicalite
2. 2
   세척washing with CH2Cl2
3. 3
   기타the 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
   여과The reaction mixture was filtrated through dicalite
8. 8
   세척washed with CH2Cl2
9. 9
   기타After 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
    추출the mixture was extracted with ethyl acetate (3×)
15. 15
    세척The combined organic layers were washed with brine
16. 16
    기타dried
17. 17
    기타evaporated

실험 절차

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).

출처