反应 #9770

反应方程式

4-bromo-trifluoromethoxybenzene

sodium carbonate

triisopropyl{[3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thien-2-yl]methoxy}silane

intermediate 116

triisopropyl{[3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thien-2-yl]methoxy}silane

→

title compound

triisopropyl({3-methyl-5-[4-(trifluoromethoxy)phenyl]thien-2-yl}methoxy)silane

溶剂

1,2-dimethoxyethane

water

反应条件

后处理

1. 1
   温度at reflux for 2 hours
2. 2
   其他partitioned between water and ethyl acetate
3. 3
   其他The aqueous layer was separated
4. 4
   萃取extracted with further ethyl acetate
5. 5
   干燥dried over magnesium sulfate
6. 6
   其他The crude product was purified by Si SPE

实验过程

A mixture of triisopropyl{[3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thien-2-yl]methoxy}silane (intermediate 116, 0.40 g) in 1,2-dimethoxyethane (12 ml) and water (6 ml) was treated with 4-bromo-trifluoromethoxybenzene (0.26 g), sodium carbonate (0.26 g) and tetrakis(triphenylphosphine)palladium (0) (0.120 g). The reaction mixture was stirred at reflux for 2 hours and then partitioned between water and ethyl acetate. The aqueous layer was separated and extracted with further ethyl acetate and then the organic solutions combined and dried over magnesium sulfate. The crude product was purified by Si SPE using dichloromethane as eluent to give the title compound as a yellow gum.

来源