反応 #2267056

反応方程式

sulfuric acid

t-amylbenzene

potassium iodate

acetic anhydride

→

(4-t-amylphenyl)iodonium sulfate

溶媒

dichloromethane

water

反応条件

後処理

1. 1
   温度under ice-cooling
2. 2
   温度cooling for 2 hours
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for additional 10 hours
4. 4
   温度cooling
5. 5
   抽出the mixture was extracted with dichloromethane
6. 6
   洗浄The organic phase was washed with sodium hydrogencarbonate and water
7. 7
   濃縮concentrated

実験手順

60 g of t-amylbenzene, 39.5 g of potassium iodate, 81 g of acetic anhydride and 170 ml of dichloromethane were mixed together. Then 66.8 g of conc. sulfuric acid was slowly added dropwise thereinto under ice-cooling. After stirring under ice-cooling for 2 hours, the mixture was stirred at room temperature for additional 10 hours. 500 ml of water was added to the liquid reaction mixture under ice-cooling and the mixture was extracted with dichloromethane. The organic phase was washed with sodium hydrogencarbonate and water and then concentrated to give (4-t-amylphenyl)iodonium sulfate. This sulfate was added to a solution of tetramethylammonium pentafluorobenzenesulfonate in excess. After adding 500 ml of water, the solution was extracted with dichloromethane. Then the organic phase was washed with a 5% aqueous solution of tetramethylammonium hydroxide and water and then concentrated to give di(4-t-amylphenyl)iodonium pentafluorobenzenesulfonate (III-1).

出典