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

HRID 2187973Notes

Reaction equation

HRID 2187973 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]>ClCCl>[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 acidYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-chlorophenylbenzene (7.02 g, 37.2 mmol) in 70 mL of dichloromethane is treated with chlorosulfonic acid (4.55 g, 39.1 mmol) at RT. The reaction is stirred for 2 h further, and the formed precipitate is collected by vacuum filtration, washed with dichloromethane and dried to afford 9.6 g (96%) of 4′-chlorobiphenyl-4-sulfonic acid as a white solid.

Workup

  1. filtrationthe formed precipitate is collected by vacuum filtration
  2. washwashed with dichloromethane
  3. customdried

Sources & evidence

ORD record
ord-aa55e9dca09f488f8846032d05fdf04c
Source dataset
uspto-grants-2002_06
Patent number
US06410580B1

Reaction notes

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