Reaction #6293

Reaction equation

4-fluorobenzaldehyde

2-(N-ethylamino)ethanol

potassium carbonate

→

4-(N-2-hydroxyethyl-N-ethylamino)benzaldehyde

Solvents

dimethylsulfoxide

Conditions

Workup

1. 1
   OtherTo a three neck flask fitted with a mechanical stirrer
2. 2
   TemperatureAfter cooling to room temperature
3. 3
   Filtrationthe solid product is collected by filtration
4. 4
   Otherrecrystallized from water

Procedure

To a three neck flask fitted with a mechanical stirrer, a thermometer, and a condenser, is added 124 g (1 mole) of 4-fluorobenzaldehyde, 89.1 g (1 mole) of 2-(N-ethylamino)ethanol, 138.2 g (1 mole) of anhydrous potassium carbonate, and dimethylsulfoxide. The mixture is heated at 95° C. for 3 hours. After cooling to room temperature, the solution is poured into a four-fold excess of ice water, and the solid product is collected by filtration and recrystallized from water.

Source