p-Bromobenzenesulfonyl chloride → 4-Bromobenzene-1-sulfonyl fluoride

HRID 2185940Notes

Reaction equation

HRID 2185940 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[F-:12]>C(#N)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([F:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 28179Fluoride Ion

Product 1

HCID 124097144-Bromobenzene-1-sulfonyl fluoride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 4-bromophenylsulfonyl chloride (2 g, 7.83 mmol) in acetonitrile (10 mL), was added fluoride on Amberlyst A-26 (Aldrich Chemical Company, 7.5 g, 21.6 mmol F−). After agitation for 5 hours at room temperature, the mixture was filtered. The solvent was removed under reduced pressure to give 4-bromophenylsulfonyl fluoride (1.5 g) (confirmed by IR spectroscopy).

Workup

  1. filtrationthe mixture was filtered
  2. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-c48c0e9e162a4632a57e59c925024df1
Source dataset
uspto-grants-2002_06
Patent number
US06403584B1

Reaction notes

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