反应 #44469

反应方程式

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

→

title compound

收率 102.6%

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

收率 102.6%

溶剂

CH2Cl2

反应条件

后处理

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

实验过程

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).

来源