Chlorosulfonic acid → 4-(4-fluorophenoxy)benzenesulfonic Acid

HRID 37740Notes

Reaction equation

HRID 37740 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([O:7][C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.Cl[S:16]([OH:19])(=[O:18])=[O:17]>C(Cl)Cl>[F:14][C:11]1[CH:10]=[CH:9][C:8]([O:7][C:4]2[CH:3]=[CH:2][C:1]([S:16]([OH:19])(=[O:18])=[O:17])=[CH:6][CH:5]=2)=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 676141-Fluoro-4-phenoxybenzene

Product 1

HCID 110225964-(4-fluorophenoxy)benzenesulfonic Acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 4-fluorodiphenyl ether 1b (1.00 g, 5.31 mmol) in dry CH2Cl2 (30 mL) under an argon atmosphere at 0° C., was added chlorosulphonic acid (0.35 mL, 5.31 mmol). The reaction mixture was stirred for 2 h at 0° C. The solvent was evaporated at room temperature and the residue dried overnight under vacuum to give the corresponding 4-(4-fluorophenoxy)benzenesulphonic acid (2b) as a pale-pink hygroscopic solid.

Workup

  1. customThe solvent was evaporated at room temperature
  2. customthe residue dried overnight under vacuum

Sources & evidence

ORD record
ord-5c07c14a88eb4b7181ee8cbf02304254
Source dataset
uspto-grants-2013_09
Patent number
US08524194B2

Reaction notes

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