4-Bromobiphenyl → 4'-Bromo-biphenyl sulfonic acid

HRID 2425127Notes

Reaction equation

HRID 2425127 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)=[CH:4][CH:3]=1.Cl[S:15]([OH:18])(=[O:17])=[O:16]>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:13]([S:15]([OH:18])(=[O:17])=[O:16])=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 71014-BromobiphenylHCID 24638Chlorosulfonic acid

Product 1

HCID 866202954'-Bromo-biphenyl sulfonic acid

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4′-Bromobiphenyl (14 g) was dissolved in chloroform (140 mL) at room temperature. Chlorosulfonic acid (8.4 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, to give the title compound.

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-f4e8741bcf504c31958d7df581826461
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

Loading…