Реакция #1702077

Уравнение реакции

diethylether

2-(4-chlorophenyl)ethanol

Dess-Martin periodinane

→

desired compound

Выход 42.2%

2-(4-chlorophenyl)acetaldehyde

Выход 42.2%

Растворители

dichloromethane

Условия реакции

Обработка

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

Методика

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.

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