Methanol → HCID 12355509, compound

HRID 2084815Notes

Reaction equation

HRID 2084815 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:12]([OH:14])=[O:13])=[C:7]2[C:11]=1[O:10][CH:9]=[CH:8]2.S(=O)(=O)(O)O.[CH3:20]O>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:12]([O:14][CH3:20])=[O:13])=[C:7]2[C:11]=1[O:10][CH:9]=[CH:8]2

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric Acid2×HCID 12355508HCID 12355508, compound

Product 1

HCID 12355509HCID 12355509, compound

Procedure

7-Methoxybenzofuran-4-carboxylic acid (0.50 g) was dissolved in methanol (10 ml), and sulfuric acid (0.6 ml) was dropwise added thereto under ice-cooling, followed by heating under reflux for one hour. Sulfuric acid (0.2 ml) was further added to the mixture followed by heating under reflux for 30 minutes. After being allowed to stand for cooling, the solvent was distilled off, and the residue was poured into a 1N aqueous solution of sodium hydroxide. The precipitate was collected by filtration and dried to give Compound IIw-a (0.53 g, 99%) as a white solid.

Workup

  1. temperatureunder ice-cooling
  2. temperatureby heating
  3. temperatureunder reflux for one hour
  4. temperatureby heating
  5. temperatureunder reflux for 30 minutes
  6. temperaturefor cooling
  7. distillationthe solvent was distilled off
  8. additionthe residue was poured into a 1N aqueous solution of sodium hydroxide
  9. filtrationThe precipitate was collected by filtration
  10. customdried
  11. customto give Compound IIw-a (0.53 g, 99%) as a white solid

Sources & evidence

ORD record
ord-1b658c967abf4045984bed0140fd15e8
Source dataset
uspto-grants-2004_04
Patent number
US06716987B1

Reaction notes

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