Hydrochloric Acid → Benzoic acid, 4-(phenylsulfonyl)-

HRID 1177871Notes

Reaction equation

HRID 1177871 reaction equation
Cl[O-:2].[Na+].[C:4]1([S:10]([C:12]2[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=2)=[O:11])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>CN(C=O)C>[C:4]1([S:10]([C:12]2[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=2)(=[O:2])=[O:11])[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3438114-Benzenesulfinyl-benzoic acidHCID 23665760Sodium Hypochlorite2×

Product 1

HCID 79322Benzoic acid, 4-(phenylsulfonyl)-Yield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 5 mL sodium hypochlorite and 4-benzenesulfinyl-benzoic acid (0.14 gm, 0.57 mmol) in DMF (5 mL) was stirred at room temperature overnight. A further 5 mL of sodium hypochlorite was then added and the mixture stirred at room temperature overnight. After acidification using 10% HCl, the resulting solid was filtered to afford 105 mg (70% yield) of 4-benzenesulfonyl-benzoic acid.

Workup

  1. stirringthe mixture stirred at room temperature overnight
  2. filtrationthe resulting solid was filtered

Sources & evidence

ORD record
ord-d405e53526bd4c63898b7f09989da9d6
Source dataset
uspto-grants-2010_11
Patent number
US07842696B2

Reaction notes

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