Réaction #1702077

Équation de réaction

diethylether

2-(4-chlorophenyl)ethanol

Dess-Martin periodinane

→

desired compound

Rendement 42.2%

2-(4-chlorophenyl)acetaldehyde

Rendement 42.2%

Solvants

dichloromethane

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source