Reacción #2450289

Ecuación de reacción

(3-bromo-phenoxy)-tert-butyl-dimethyl-silane

cyclopropyl boronic acid

K3PO4

PCy3

→

tert-butyl-(3-cyclopropyl-phenoxy)-dimethyl-silane

Rendimiento 90.2%

Disolventes

Et2O

toluene water

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe organic layer was washed with water and brine
2. 2
   Secadodried over anhydrous magnesium sulfate
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   OtroThe crude residue was purified by column chromatography (gradient 12% to 100% EtOAc in n-hexane)

Procedimiento

A suspension of (3-bromo-phenoxy)-tert-butyl-dimethyl-silane (500 mg, 0.1.74 mmol), cyclopropyl boronic acid (194 mg, 2.26 mmol), K3PO4(1.3 g, 6.1 mmol), PCy3(49 mg, 0.17 mmol), and Pd(OAc)2 (20 mg, 0.087 mmol) in toluene/water (8 ml/0.4 ml) was stirred 3 hours at 110° C. and then diluted with Et2O. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography (gradient 12% to 100% EtOAc in n-hexane) to give tert-butyl-(3-cyclopropyl-phenoxy)-dimethyl-silane (390 mg, 90%).

Fuente