Ethanol → 3,4-Diphenyl-2-furoic acid

HRID 2109376Notes

Reaction equation

HRID 2109376 reaction equation
[C:1]1([C:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:10][O:9][C:8]=2[C:18]([O:20]C)=[O:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].C(O)C>O>[C:1]1([C:7]2[C:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:10][O:9][C:8]=2[C:18]([OH:20])=[O:19])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 162667Methyl 3,4-diphenyl-2-furoate

Product 1

HCID 1502703,4-Diphenyl-2-furoic acidYield 54.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Methyl 3,4-diphenyl-2-furancarboxylate (10.00 g) and sodium hydroxide (1.73 g) in a mixed solution of ethanol (20 ml) and water (20 ml) were heated at reflux for 3 hours while stirring. After evaporating the solvent under reduced pressure, 1 M hydrochloric acid was added, and the thus-precipitated crystals were filtered, thereby giving 5.20 g of the desired compound.

Workup

  1. temperatureat reflux for 3 hours
  2. customAfter evaporating the solvent under reduced pressure, 1 M hydrochloric acid
  3. additionwas added
  4. filtrationthe thus-precipitated crystals were filtered

Sources & evidence

ORD record
ord-64c8b6e125554ca888a2cc85852701a8
Source dataset
uspto-grants-2009_04
Patent number
US07514452B2

Reaction notes

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