Sulfuric Acid → 4-(Pyridin-4-yl)benzoic acid

HRID 379558Notes

Reaction equation

HRID 379558 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:15]=[CH:14][C:10]([C:11](N)=[O:12])=[CH:9][CH:8]=2)=[CH:3][CH:2]=1.[OH-].[Na+].S(=O)(=O)(O)[OH:19]>C(O)C>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:19])=[O:12])=[CH:9][CH:8]=2)=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 22329704HCID 22329704, compound

Product 1

HCID 15208114-(Pyridin-4-yl)benzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-(4-Pyridyl)benzamide (0.35 g, 1.8 mmol) was suspended in ethanol (5 mL). 10% w/w aqueous sodium hydroxide solution was added and the reaction mixture refluxed for two hours then allowed to cool to room temperature. The reaction mixture was adjusted to pH 7 with concentrated sulphuric acid. A white precipitate formed which was isolated by filtration to give 4-(4-pyridyl)benzoic acid (238 mg).

Workup

  1. temperaturethe reaction mixture refluxed for two hours
  2. customA white precipitate formed which
  3. customwas isolated by filtration

Sources & evidence

ORD record
ord-e09212a215aa410583aa14c4eb4edf10
Source dataset
uspto-grants-2001_10
Patent number
US06300330B1

Reaction notes

Loading…