反応 #1153155

反応方程式

Boron trifluoride diethyl etherate

pentafluorophenylmagnesium bromide

HCl

N,N-dimethylaniline

→

N,N-dimethylanilinium chloride

溶媒

diethyl ether

water

反応条件

後処理

1. 1
   その他formed as in Example 24
2. 2
   workup.ADDITIONThe addition
3. 3
   温度to reach reflux temperature
4. 4
   温度The mixture is heated
5. 5
   温度at reflux for 18 hours

実験手順

Boron trifluoride diethyl etherate (138.7 g, 0.98 mole) is added to a diethyl ether solution of pentafluorophenylmagnesium bromide (3326 g, 4.17 moles) formed as in Example 24. The addition is at a rate allowing the mixture to reach reflux temperature. The mixture is heated at reflux for 18 hours. This mixture is then cooled to −10° C. and N,N-dimethylanilinium chloride (1142 grams, 2.06 moles) previously formed from concentrated HCl, water, and N,N-dimethylaniline is slowly added while keeping the temperature at about 0° C. After the addition, the mixture is stirred for one hour at −5° C. to 0° C. Then the two phases are separated, and the organic phase is washed with water and dried over MgSO4. The N,N-dimethylanilinium tetrakis(pentafluorophenyl)borane is precipitated by addition of hexane with stirring, and recovered by filtration.

出典