1-Benzofuran-4-carboxylic acid → 2,3-Dihydro-1-benzofuran-4-carboxylic acid

HRID 560286Notes

Reaction equation

HRID 560286 reaction equation
[O:1]1[C:5]2=[CH:6][CH:7]=[CH:8][C:9]([C:10]([OH:12])=[O:11])=[C:4]2[CH:3]=[CH:2]1>CCO.[Pd]>[O:1]1[C:5]2=[CH:6][CH:7]=[CH:8][C:9]([C:10]([OH:12])=[O:11])=[C:4]2[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 223241171-Benzofuran-4-carboxylic acid

Product 1

HCID 187874442,3-Dihydro-1-benzofuran-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

Benzofuran-4-carboxylic acid (30.8 mmol, M. A. Eissenstat et al. J. Med. Chem. 1995, 38, 3094-3105) is added to a suspension of Pd/C (10%, 2.00 g) in EtOH (25 mL). Additional EtOH (75 mL) is added and the mixture is stirred at RT under a hydrogen atmosphere (4 bar) for 16 h. After filtration through celite and removal of the solvents the desired product is obtained which is used without further purification.

Workup

  1. filtrationAfter filtration
  2. customthrough celite and removal of the solvents the desired product
  3. customis obtained which
  4. customis used without further purification

Sources & evidence

ORD record
ord-b9788f710c6d4a42b1ac9f57a6034e0a
Source dataset
uspto-grants-2011_11
Patent number
US08063099B2

Reaction notes

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