反応 #44469

反応方程式

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

→

title compound

収率 102.6%

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

収率 102.6%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   ろ過After filtration through dicalite
2. 2
   洗浄washing with CH2Cl2
3. 3
   その他the 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
   ろ過The reaction mixture was filtrated through dicalite
8. 8
   洗浄washed with CH2Cl2
9. 9
   その他After 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
    抽出the mixture was extracted with ethyl acetate (3×)
15. 15
    洗浄The combined organic layers were washed with brine
16. 16
    その他dried
17. 17
    その他evaporated

実験手順

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).

出典