Sodium Sulfite → (2-Bromoethanesulfonyl)benzene

Reaction equation

[Br:1][CH2:2][CH2:3]SC1C=CC=CC=1.Cl[C:12]1[CH:13]=[C:14](C(OO)=O)[CH:15]=[CH:16][CH:17]=1.[S:22]([O-:25])([O-])=[O:23].[Na+].[Na+]>C(Cl)Cl>[Br:1][CH2:2][CH2:3][S:22]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)(=[O:25])=[O:23]

Participants

Procedure

A mixture of (2-bromo-ethylsulfanyl)-benzene (273 mg, 1.26 mmol) and 3-chlorobenzenecarboperoxoic acid (650 mg, 3.77 mmol) in methylene chloride (5 mL) were stirred at room temperature for 16 h. A saturated sodium sulfite solution was added and the mixture was extracted with methylene chloride. The organic layers were washed by saturated sodium bicarbonate solution, dried over sodium sulfate, and concentrated in vacuo to provide (2-bromo-ethanesulfonyl)-benzene (0.24 g, 76%).