Diphenyl Ether → 4-phenoxybenzenesulfonic Acid

HRID 37738

Reaction equation

HRID 37738 reaction equation
[C:1]1([O:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[S:15]([OH:18])(=[O:17])=[O:16]>C(Cl)Cl>[O:7]([C:1]1[CH:2]=[CH:3][C:4]([S:15]([OH:18])(=[O:17])=[O:16])=[CH:5][CH:6]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 7583Diphenyl EtherHCID 24638Chlorosulfonic acid

Product 1

HCID 110815014-phenoxybenzenesulfonic Acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of diphenyl ether 1a (2.00 g, 11.8 mmol) in dry CH2Cl2 (30 mL) under an argon atmosphere at 0° C., was added chlorosulphonic acid (0.80 mL, 11.8 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-phenoxybenzenesulphonic acid (2a) as pink oil. Compound 2a was used for the next reaction without further work-up.

Workup

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

Sources & evidence

ORD record
ord-5296f3dd0d9040088cd436703ba7d23f
Source dataset
uspto-grants-2013_09
Patent number
US08524194B2

Linked notes

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