Reaction #1726708

Reaction equation

water

2-bromoacetophenone

potassium phthalimide

→

2-phthalimido-acetophenone

Yield 86.0%

Solvents

DMF

Conditions

Workup

1. 1
   Extractionextracted with chloroform (300 ml
2. 2
   WashThe combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml)
3. 3
   Dryingdried over magnesium sulfate
4. 4
   Concentrationconcentrated in vacuo
5. 5
   Filtrationrecovered by filtration
6. 6
   Washwashed with ether (100 ml)
7. 7
   Otherdried in vacuo

Procedure

A solution of 2-bromoacetophenone (30.0 g, 151 mmol) in DMF (120 ml) was treated with potassium phthalimide (30.8 g, 166 mmol) portionwise at ambient temperature, and then heated to 40° C. for 3.5 hr. The cooled mixture was poured into water (600 ml) and extracted with chloroform (300 ml then 100 ml). The combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml), dried over magnesium sulfate and concentrated in vacuo. The resulting cream solid was suspended in ether (100 ml), recovered by filtration, washed with ether (100 ml) and dried in vacuo to yield pure 2-phthalimido-acetophenone as a white solid (34.3 g, 86%).

Source