Sodium Hydroxide → 4-(4-fluorophenoxy)benzenesulfonic Acid

HRID 1976920Notes

Reaction equation

HRID 1976920 reaction equation
FC1C=CC([O:8][S:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[CH:14][CH:13]=2)(=[O:11])=[O:10])=CC=1.[OH-].[Na+]>C(O)C>[F:25][C:22]1[CH:23]=[CH:24][C:19]([O:18][C:15]2[CH:14]=[CH:13][C:12]([S:9]([OH:11])(=[O:8])=[O:10])=[CH:17][CH:16]=2)=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 99289164-(4-Fluorophenoxy)benzenesulfonic acid 4-fluorophenyl ester

Product 1

HCID 110225964-(4-fluorophenoxy)benzenesulfonic AcidYield 105.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a slurry of 47.43 g (0.131 mol) of 4-(4-fluorophenoxy)benzenesulfonic acid 4-fluorophenyl ester in 475 mL of ethanol was added 13.09 g (0.327 mol, 2.5 equivalents) of sodium hydroxide pellets. This mixture was heated at reflux for three hours and stirred overnight at room temperature. The resulting solids were filtered yielding 37.16 g (98%) of 4-(4-fluorophenoxy)benzenesulfonic acid, sodium salt.

Workup

  1. temperatureThis mixture was heated
  2. temperatureat reflux for three hours
  3. filtrationThe resulting solids were filtered

Sources & evidence

ORD record
ord-6d20346cfce94ee3b1567168dff3c29d
Source dataset
uspto-grants-2001_05
Patent number
US06229025B1

Reaction notes

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