Sodium Hydroxide → HCID 69794736, compound

HRID 2181667Notes

Reaction equation

HRID 2181667 reaction equation
[C:1]([C:4]1[O:5][C:6]2[CH:12]=[C:11]([C:13]([O:15]C)=[O:14])[CH:10]=[CH:9][C:7]=2[CH:8]=1)(=[O:3])[CH3:2].[OH-].[Na+]>CO.O>[C:1]([C:4]1[O:5][C:6]2[CH:12]=[C:11]([C:13]([OH:15])=[O:14])[CH:10]=[CH:9][C:7]=2[CH:8]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22481734HCID 22481734, compound

Product 1

HCID 69794736HCID 69794736, compoundYield 93,124.703%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Methyl 2-acetyl-1-benzofuran-6-carboxylate (155 mg, 0.71 mmol) is dissolved in MeOH (3 ml) and H2O (0.5 ml). 2N NaOH (0.39 ml, 0.78 mmol) is added drop-wise, and the reaction is stirred overnight. The volatiles are removed in vacuo, and the residue is dissolved in H2O (3 ml). Concentrated HCl is used to adjust the pH to 3, and the resulting precipitate is isolated via filtration and dried overnight to afford 135 g (93%) of 2-acetyl-1-benzofuran-6-carboxylic acid as a yellow solid. MS for C11H8O4, (ESI−) m/z: 202.7 (M−H)−.

Workup

  1. customThe volatiles are removed in vacuo
  2. dissolutionthe residue is dissolved in H2O (3 ml)
  3. customthe resulting precipitate is isolated via filtration
  4. customdried overnight

Sources & evidence

ORD record
ord-88965b41741748a798df5bed403c52cc
Source dataset
uspto-grants-2005_05
Patent number
US06894042B2

Reaction notes

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