Reaction #1726667

Reaction equation

Dibenzothiophene

hydrogen peroxide

water

→

dibenzothiophene-S-oxide

Solvents

trifluoroacetic acid

Conditions

Workup

1. 1
   Temperaturewhile cooling with ice so as
2. 2
   OtherAfter the reaction
3. 3
   Otherto precipitate crystals
4. 4
   FiltrationThe crystals are recovered by filtration
5. 5
   Washwashed with water
6. 6
   OtherThe obtained crystals are recrystallized with acetonitrile

Procedure

Dibenzothiophene (20.0 g) is suspended in 80.0 ml of trifluoroacetic acid at room temperature. Into the suspension is slowly dropped 12.4 ml of 30% aqueous hydrogen peroxide while cooling with ice so as to maintain the reaction temperature around 60° C. After completion of dropping, the reaction solution is stirred at room temperature for 30 minutes. After the reaction, the reaction solution is added to 1,000 ml of water to precipitate crystals. The crystals are recovered by filtration and washed with water. The obtained crystals are recrystallized with acetonitrile to obtain 19.2 g of dibenzothiophene-S-oxide.

Source