Reacción #2465597

Ecuación de reacción

TBSCl

Imidazole

TBSCl

245A

2-Ethyl-5-(2-hydroxyethyl)furan

→

compound 434A

Rendimiento 80.3%

tert-Butyl-[2-(5-ethyl-furan-2-yl)-ethoxy]-dimethyl-silane

Rendimiento 80.3%

Disolventes

diethylether

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe reaction to completion
2. 2
   workup.STIRRINGAfter stirring for an additional hour
3. 3
   Lavadowashed with water (20 mL), 1 N HCl (20 mL), water (20 mL) and brine (20 mL)
4. 4
   SecadoThe organic layer was dried over Na2SO4
5. 5
   Concentraciónconcentrated under reduced pressure

Procedimiento

Imidazole (255 mg, 3.75 mmol) and TBSCl (414 mg, 2.75 mmol) were added to the solution of 245A (350 mg, 2.5 mmol) in DMF (4 mL). The mixture was stirred at rt for 15 hr and then 100 mg (0.66 mmol) of additional TBSCl was added to drive the reaction to completion. After stirring for an additional hour, the reaction mixture was diluted with diethylether (100 mL) and washed with water (20 mL), 1 N HCl (20 mL), water (20 mL) and brine (20 mL). The organic layer was dried over Na2SO4 and concentrated under reduced pressure to give 509 mg of compound 434A (80.3%) as a yellow oil.

Fuente