反応 #90076

反応方程式

6-Chloro-7-methoxy-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-one

3-hydrazinobenzonitrile

→

title compound

9-Chloro-8-methoxy-6,6-dimethyl-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

溶媒

TFA

反応条件

後処理

1. 1
   濃縮According to the concentration under reduced pressure, TFA
2. 2
   その他was removed
3. 3
   workup.ADDITIONthe residues were added with saturated aqueous solution of NaHCO3
4. 4
   抽出followed by extraction with ethyl acetate
5. 5
   洗浄The organic layer was washed with saturated brine
6. 6
   乾燥dried over sodium sulfate
7. 7
   その他The drying agent was removed by filtration
8. 8
   その他the residues obtained
9. 9
   濃縮after concentration under reduced pressure
10. 10
    workup.ADDITIONwere added with ethyl acetate
11. 11
    workup.STIRRINGAfter stirring at room temperature
12. 12
    その他the precipitated solid was separated by filtration
13. 13
    濃縮The filtrate was concentrated under reduced pressure

実験手順

6-Chloro-7-methoxy-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-one (Compound I1-1, 4.45 g, 16.5 mmol) and 3-hydrazinobenzonitrile (2.63 g, 1.2 eq.) were dissolved in TFA (91 mL), and stirred at 90° C. for 3 hr. According to the concentration under reduced pressure, TFA was removed and the residues were added with saturated aqueous solution of NaHCO3, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were added with ethyl acetate. After stirring at room temperature, the precipitated solid was separated by filtration. The filtrate was concentrated under reduced pressure to obtain the title compound as a mixture with 11-3 (red powder, 6.46 g).

出典