Benzene → Benzene, 1-bromo-4-(phenylsulfonyl)- (9CI)

HRID 1972359Notes

Reaction equation

HRID 1972359 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.[CH:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Cl-].[Al+3].[Cl-].[Cl-]>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 7396p-Bromobenzenesulfonyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 89970Benzene, 1-bromo-4-(phenylsulfonyl)- (9CI)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 500 mL round-bottomed flask was charged with 4-bromobenzenesulfonyl chloride (10.00 g, 39.1 mmol, Sigma-Aldrich, St. Louis, Mo.), 100 mL of benzene and aluminum chloride (6.26 g, 47.0 mmol). After stirring at room temperature for 12 h, the mixture was diluted water (100 mL) and extracted with EtOAc (2×100 mL). The organic extracts were dried (MgSO4) and concentrated to give 1-bromo-4-(phenylsulfonyl)benzene (10.50 g) as a white solid.

Workup

  1. extractionextracted with EtOAc (2×100 mL)
  2. dry with materialThe organic extracts were dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-19cb0726d36d4bcdbb1f00a9fae8394e
Source dataset
uspto-grants-2013_04
Patent number
US08431563B2

Reaction notes

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