Methanol → HCID 12355509, compound

HRID 1057932Notes

Reaction equation

HRID 1057932 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-4f789f9d32a4499daf5b8a0e69cd3ce7
Source dataset
uspto-grants-2003_02
Patent number
US06514996B2

Reaction notes

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