Reacción #2450290

Ecuación de reacción

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

TBAF

→

3-cyclopropyl-phenol

Rendimiento 95.0%

Disolventes

THF

EtOAc

water

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe organic layer was washed with saturated ammonium chloride, 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

Procedimiento

To a solution of tert-butyl-(3-cyclopropyl-phenoxy)-dimethyl-silane (390 mg, 1.57 mmol) in THF (5 mL) was added a solution of 1M-TBAF (in THF, 2 mL, 1.3 mmol), and the mixture was stirred for 30 min at room temperature. The residue was diluted with EtOAc and water. The organic layer was washed with saturated ammonium chloride, water and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified by column chromatography to give 3-cyclopropyl-phenol (200 mg, 95%).

Fuente