Reaction #417096

Reaction equation

2,4-dinitrofluorobenzene

potassium carbonate

benzenethiol

→

2,4-dinitrophenyl phenyl sulfide

Yield 56.0%

Solvents

acetone

Conditions

Workup

1. 1
   TemperatureThe mixture was heated
2. 2
   Temperatureto reflux for 2 hours
3. 3
   Temperaturecooled
4. 4
   Otherthe solvent removed under reduced pressure
5. 5
   OtherThe residue was partitioned between ethyl acetate and water
6. 6
   WashThe organic layer was washed with saturated potassium carbonate
7. 7
   Dryingdried over sodium sulfate
8. 8
   Filtrationfiltered
9. 9
   Otherthe solvent removed under reduced pressure

Procedure

To a stirred mixture of 2,4-dinitrofluorobenzene, 5.69 ml (45 mmol) and potassium carbonate 6.3 g (45 mmol) in acetone was added benzenethiol 4.65 ml (45 mmol). The mixture was heated to reflux for 2 hours, cooled and the solvent removed under reduced pressure. The residue was partitioned between ethyl acetate and water. The organic layer was washed with saturated potassium carbonate, dried over sodium sulfate, filtered and the solvent removed under reduced pressure to give 7.0 g (56%) of 2,4-dinitrophenyl phenyl sulfide.

Source