Fluorobenzene → 1-Bromo-2-fluoro-4-[(4-fluorophenyl)sulfonyl]benzene

HRID 1677875Notes

Reaction equation

HRID 1677875 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][C:3]=1[F:12].[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:17]2[CH:18]=[CH:19][C:14]([F:13])=[CH:15][CH:16]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[F:12]

Participants

3

Reactant 2

HCID 10008FluorobenzeneHCID 27782184-Bromo-3-fluorobenzenesulfonyl chloride

Product 1

HCID 684345101-Bromo-2-fluoro-4-[(4-fluorophenyl)sulfonyl]benzene

Procedure

Ferric chloride (0.5 g) was added to a mixture of 4-bromo-3-fluoro-benzenesulfonyl chloride (2.5 g) and fluorobenzene (3 ml) and then stirred at reflux for 18 hours. The flask was cooled to room temperature and the residue was partitioned between aqueous NaHCO3 and DCM. The DCM layer was washed with brine, dried (MgSO4) and evaporated under reduced pressure. The residue was recrystallised from ethanol to give buff coloured crystals.

Workup

  1. temperatureat reflux for 18 hours
  2. customthe residue was partitioned between aqueous NaHCO3 and DCM
  3. washThe DCM layer was washed with brine
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure
  6. customThe residue was recrystallised from ethanol
  7. customto give buff coloured crystals

Sources & evidence

ORD record
ord-8c6a0cf5e12c447e82ea2d9575a173f0
Source dataset
uspto-grants-2011_08
Patent number
US08008350B2

Reaction notes

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