反应详情

温度

100 °C

6-Bromo-7-methoxy-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-one (Compound E1, 7.89 g, 27.85 mmol) and 3-hydrazino-benzonitrile (4.45 g, 1.2 eq.) were dissolved in TFA (250 mL), and stirred at 100° C. for 2 hr. TFA was removed under reduced pressure and the residues were added with saturated aqueous solution of NaHCO3 (500 mL), 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 (Compound E2-2). The filtrate was concentrated under reduced pressure to obtain the title compound as a mixture with E2-2 (yellowish white powder, 2.65 g).

1. customTFA was removed under reduced pressure
2. additionthe residues were added with saturated aqueous solution of NaHCO3 (500 mL)
3. extractionfollowed by extraction with ethyl acetate
4. washThe organic layer was washed with saturated brine
5. dry with materialdried over sodium sulfate
6. customThe drying agent was removed by filtration
7. customthe residues obtained
8. concentrationafter concentration under reduced pressure
9. additionwere added with ethyl acetate
10. stirringAfter stirring at room temperature
11. customthe precipitated solid was separated by filtration (Compound E2-2)
12. concentrationThe filtrate was concentrated under reduced pressure