Ethyl Acetate → HCID 22627651, compound

HRID 277178Notes

Reaction equation

HRID 277178 reaction equation
C(OC[C:6]1[O:7][C:8]2[C:14]([F:15])=[CH:13][CH:12]=[C:11]([F:16])[C:9]=2[CH:10]=1)(=O)C.C(=O)([O-])[O-:18].[K+].[K+].C(OCC)(=O)C>CO>[F:16][C:11]1[C:9]2[CH:10]=[C:6]([OH:18])[O:7][C:8]=2[C:14]([F:15])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 10632977HCID 10632977, compound

Product 1

HCID 22627651HCID 22627651, compoundYield 84.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Acetoxymethyl-4,7-difluorobenzofuran (252 mg) was dissolved in 5 ml methanol, 455 mg potassium carbonate was added thereto at room temperature, and the mixture was stirred for 2 hours at the same temperature. Ethyl acetate was added to the reaction solution, and the organic layer was washed with brine. It was dried over anhydrous magnesium sulfate and then evaporated, and the resulting residue was subjected to silica gel chromatography (developing solvent: 5% ethyl acetate/n-hexane) to give 161 mg 4,7-difluoro-2-hydroxybenzofuran as a colorless oil.

Workup

  1. washthe organic layer was washed with brine
  2. dry with materialIt was dried over anhydrous magnesium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-56df0e6eb1054e2e9cd92574fd95bc7a
Source dataset
uspto-grants-2002_03
Patent number
US06355669B1

Reaction notes

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