Réaction #44356

Équation de réaction

Triphenylphosphine

4-bromo-2-fluorobenzenesulfonyl chloride

water

→

sub-title compound

Rendement 92.2%

4-Bromo-2-fluorobenzenethiol

Rendement 92.2%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   AutreThe solvent was removed in vacuo
2. 2
   workup.DISSOLUTIONthe residues dissolved in DCM
3. 3
   Extractionextracted with 2M sodium hydroxide (twice)
4. 4
   LavageThe aqueous layers were washed with DCM
5. 5
   Extractionextracted with ethyl acetate (thrice)
6. 6
   SéchageThese organic extracts were dried (MgSO4)
7. 7
   Autreevaporated

Mode opératoire

Triphenylphosphine was added portionwise to a solution of 4-bromo-2-fluorobenzenesulfonyl chloride (8.44 g) in THF (30 ml) at 0° C. After 15 min water was added and the colourless solution was stirred at 20° C. for 18 h. The solvent was removed in vacuo, the residues dissolved in DCM and extracted with 2M sodium hydroxide (twice). The aqueous layers were washed with DCM, combined, acidified (4M HCl) and extracted with ethyl acetate (thrice). These organic extracts were dried (MgSO4) and evaporated to give the sub-title compound (5.89 g).

Source