Reacción #1702077

Ecuación de reacción

diethylether

2-(4-chlorophenyl)ethanol

Dess-Martin periodinane

→

desired compound

Rendimiento 42.2%

2-(4-chlorophenyl)acetaldehyde

Rendimiento 42.2%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe resulting mixture was washed with a 1:1 solution (150 ml) of sodium carbonate (aqueous saturated) and sodium thiosulfate (aqueous saturated)
2. 2
   SecadoThe organic phase was then dried over sodium sulfate
3. 3
   Otroevaporated

Procedimiento

To a solution of 2-(4-chlorophenyl)ethanol (2.00 g, 12.77 mmol) in dichloromethane (100 ml) was added Dess-Martin periodinane (8.12 g, 19.16 mmol) and the mixture was stirred at room temperature over weekend. Then was added diethylether (150 ml) and the resulting mixture was washed with a 1:1 solution (150 ml) of sodium carbonate (aqueous saturated) and sodium thiosulfate (aqueous saturated) and then with sodium bicarbonate (aqueous saturated) and finally with brine. The organic phase was then dried over sodium sulfate and evaporated. Silica gel flash chromatography (pentan/ethylacetate:9/1) afforded the desired compound (0.834 g, 42%) as a white solid.

Fuente