反应 #1702077

ord-37780e14cbc94731a44ff98695f6075f

反应方程式

CCOCC
diethylether
OCCc1ccc(Cl)cc1
2-(4-chlorophenyl)ethanol
CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21
Dess-Martin periodinane
O=CCc1ccc(Cl)cc1
desired compound
收率 42.2%
O=CCc1ccc(Cl)cc1
2-(4-chlorophenyl)acetaldehyde
收率 42.2%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤the resulting mixture was washed with a 1:1 solution (150 ml) of sodium carbonate (aqueous saturated) and sodium thiosulfate (aqueous saturated)
  2. 2
    干燥The organic phase was then dried over sodium sulfate
  3. 3
    其他evaporated

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08765728B2uspto-grants-2014_07