Reaktion #1702077

Reaktionsgleichung

diethylether

2-(4-chlorophenyl)ethanol

Dess-Martin periodinane

→

desired compound

Ausbeute 42.2%

2-(4-chlorophenyl)acetaldehyde

Ausbeute 42.2%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle