Chlorosulfonic acid → 4'-Bromo-2'-fluorobiphenyl sulfonic acid

HRID 2425135Notes

Reaction equation

HRID 2425135 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:4]([F:14])[CH:3]=1.Cl[S:16]([OH:19])(=[O:18])=[O:17]>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([S:16]([OH:19])(=[O:18])=[O:17])=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:4]([F:14])[CH:3]=1

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 5210634-Bromo-2-fluoro-1,1'-biphenyl

Product 1

HCID 866202994'-Bromo-2'-fluorobiphenyl sulfonic acid

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4′-Bromo-2′-fluorobiphenyl (5 g) was dissolved in chloroform (80 mL) at room temperature. Chlorosulfonic acid (5 g) was added dropwise and a precipitate appeared soon after addition was complete. Stirring was continued for a further 4 hours, after which the solid was collected by filtration. Further crops of crystals were collected from the filtrate. The solid was washed with cold chloroform and the washings also allowed to crystallise.

Workup

  1. additionafter addition
  2. filtrationafter which the solid was collected by filtration
  3. customFurther crops of crystals were collected from the filtrate
  4. washThe solid was washed with cold chloroform
  5. customto crystallise

Sources & evidence

ORD record
ord-62303b5b96bc465fb62fa88326c501f0
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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