Hydrochloric Acid → 5-(2-Methoxyphenyl)-2-methylfuran-3-carboxylic acid

HRID 1498926Notes

Reaction equation

HRID 1498926 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[O:13][C:12]([CH3:14])=[C:11]([C:15]([O:17]CC)=[O:16])[CH:10]=1.[OH-].[Na+].Cl>C(O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[O:13][C:12]([CH3:14])=[C:11]([C:15]([OH:17])=[O:16])[CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68642065Ethyl 5-(2-methoxyphenyl)-2-methylfuran-3-carboxylate

Product 1

HCID 242747375-(2-Methoxyphenyl)-2-methylfuran-3-carboxylic acidYield 106.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 5-(2-methoxyphenyl)-2-methylfuran-3-carboxylate (1.00 g, 3.84 mmol) prepared in the Step 20-1-2 was dissolved in ethanol (8 ml), and a 1 mol/ml sodium hydroxide aqueous solution (8 ml) was added thereto. The mixture was heated under reflux for about 40 minutes. After being allowed to cool, the mixture was adjusted to weak acidity with 2 mol/ml hydrochloric acid, and the precipitate was filtered. The residue was washed with water and dried to give the title compound (0.95 g, quantitative) as a white powder.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for about 40 minutes
  3. temperatureto cool
  4. filtrationthe precipitate was filtered
  5. washThe residue was washed with water
  6. customdried

Sources & evidence

ORD record
ord-c678bf78703a49eb87da7e1e25d6c281
Source dataset
uspto-grants-2015_12
Patent number
US09200008B2

Reaction notes

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