4-Chlorobiphenyl → 4'-Chloro[1,1'-biphenyl]-4-sulfonic acid

HRID 413359Notes

Reaction equation

HRID 413359 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Cl[S:15]([OH:18])(=[O:17])=[O:16]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([S:15]([OH:18])(=[O:17])=[O:16])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 163234-ChlorobiphenylHCID 24638Chlorosulfonic acid

Product 1

HCID 154291414'-Chloro[1,1'-biphenyl]-4-sulfonic acid

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 4-chlorobiphenyl (15 g, 79.8 mmol) in chloroform (150 mL) is added dropwise chlorosulfonic acid (11.2 g, 96 mmol). A white solid precipitate forms during the addition. The reaction is stirred at room temperature for 6 hr, at which time the precipitate is collected by filtration and the precipitate is then washed with cold chloroform. The product is dried under vacuum to give a white solid product. The product is used without further purification.

Workup

  1. additionA white solid precipitate forms during the addition
  2. filtrationis collected by filtration
  3. washthe precipitate is then washed with cold chloroform
  4. customThe product is dried under vacuum
  5. customto give a white solid product
  6. customThe product is used without further purification

Sources & evidence

ORD record
ord-1d68b8e2b18c4875ad86471a91be5c01
Source dataset
uspto-grants-2003_05
Patent number
US06566381B1

Reaction notes

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