反应详情

温度

-68 °C

Dissolve tert-butyl-(3,5-dichloro-phenoxy)-dimethyl-silane (425 g, 1.5 mol) in 4 L dry tetrahydrofuran and cool to −68° C. Slowly add 1.1 equivalents of sec-butyl lithium (103.1 g, 1.61 mol) at −68° C. (˜1.75 hr). After addition is complete, stir the reaction at −70° C. for 30 min. Add dimethylformamide (168.5 g, 2.3 mol) and stir the reaction at −70° C. for 1 hr. Add 1 M hydrochloric acid in water (3.5 L) and allow the reaction to warm to room temperature. Pour the reaction mixture into ether (5 L), wash with water then brine. Dry over sodium sulfate and concentrate under vacuum to an orange solid. Triturate with cold dichloromethane and filter to recover 250 g (80%) pale yellow solid.

1. customat −68° C.
2. custom(˜1.75 hr)
3. additionAfter addition
4. customthe reaction at −70° C. for 30 min
5. customthe reaction at −70° C. for 1 hr
6. customthe reaction
7. temperatureto warm to room temperature
8. washwash with water
9. dry with materialDry over sodium sulfate
10. concentrationconcentrate under vacuum to an orange solid
11. customTriturate with cold dichloromethane
12. filtrationfilter
13. customto recover 250 g (80%) pale yellow solid