反应详情

温度

47 °C

(4-Bromo-3-methyl-phenoxy)-tert-butyl-dimethyl-silane (255 g, 0.846 mol), dichloroethane (2.5 L), N-bromosuccinimide (165 g, 0.927 mol) and 2,2′-azobisisobutyronitrile (19.0 g, 0.116 mol) were combined in a 5 L flask. The mixture was degassed by evacuating and purging with N2 (5×). The reaction mixture was heated to 47° C., and the heat was shut off. An exotherm to 76° C. occurred. GC analysis showed 6.5% unreacted starting material. The heat was applied again, and the reaction was held at reflux (83° C.) for 15 min. After cooling to 8° C., heptane (1.0 L) was added. The resulting slurry was stirred at 4° C. for 30 min and filtered. The filtrate was evaporated to dryness. The residue was treated with heptane (1 L), placed in the freezer overnight, and filtered. The filtrate was concentrated to the title compound (326 g, 101%).

1. customThe mixture was degassed
2. customby evacuating
3. custompurging with N2 (5×)
4. customto 76° C.
5. temperatureat reflux (83° C.) for 15 min
6. temperatureAfter cooling to 8° C.
7. additionheptane (1.0 L) was added
8. filtrationfiltered
9. customThe filtrate was evaporated to dryness
10. additionThe residue was treated with heptane (1 L)
11. customplaced in the freezer overnight
12. filtrationfiltered
13. concentrationThe filtrate was concentrated to the title compound (326 g, 101%)