Sodium Sulfite → (2-Bromoethanesulfonyl)benzene

HRID 549409Notes

Reaction equation

HRID 549409 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

5

Reactant 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 78553((2-Bromoethyl)thio)benzene

Product 1

HCID 12518322(2-Bromoethanesulfonyl)benzeneYield 76%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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%).

Workup

  1. extractionthe mixture was extracted with methylene chloride
  2. washThe organic layers were washed by saturated sodium bicarbonate solution
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3c4d0503e4a9486c89588827cad3aba8
Source dataset
uspto-grants-2011_05
Patent number
US07943652B2

Reaction notes

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