Reaction #42774

Reaction equation

3-(4-Chlorophenyl)-7-hydroxy-2-isopropyl-chromen-4-one

N-iodosuccinimide

→

3-(4-Chlorophenyl)-7-hydroxy-8-iodo-2-isopropyl-chromen-4-one

Solvents

dichloromethane

dichloromethane

Conditions

Workup

1. 1
   Washwashed with water (3×100 ml) and saturated brine (50 ml)
2. 2
   Dryingdried (MgSO4)
3. 3
   Filtrationfiltered
4. 4
   Otherthe filtrate is evaporated
5. 5
   Otherto give a pale pink solid

Procedure

3-(4-Chlorophenyl)-7-hydroxy-2-isopropyl-chromen-4-one (2.3 g, 7.31 mmol) is suspended in dry dichloromethane (140 ml) at room temperature. N-iodosuccinimide (1.73 g, 7.67 mmol) is added, and the mixture is stirred vigorously at room temperature for 30 min. The mixture is diluted with dichloromethane (60 ml), washed with water (3×100 ml) and saturated brine (50 ml), dried (MgSO4) and filtered, and the filtrate is evaporated to give a pale pink solid.

Source