Formic Acid → HCID 178470745, compound

HRID 349931Notes

Reaction equation

HRID 349931 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][C:6]1[CH:7]=[N:8][N:9](CC2C=CC=CC=2)[C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH3:2].C(O)=O>[C].[Pd].C(O)C>[C:11]1([C:10]2[C:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:24])=[CH:7][NH:8][N:9]=2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 2

HCID 284Formic AcidHCID 70122986ethyl(1-benzyl-5-phenyl-1H-pyrazol-4-yl)acetate

Product 1

HCID 178470745HCID 178470745, compoundYield 90.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl(1-benzyl-5-phenyl-1H-pyrazol-4-yl)acetate (3.60 g), 5% palladium-carbon (7.00 g), formic acid (40 ml), and ethanol (150 ml) was refluxed for 2 hours. After the palladium-carbon was removed by filtration, the filtrate was concentrated. The residue was dissolved in ethyl acetate, washed with saturated aqueous sodium bicarbonate and then with saturated aqueous sodium chloride solution, dried (MgSO4), and concentrated to obtain ethyl (3-phenyl-1H-pyrazol-4-yl)acetate (2.33 g, yield: 90%) as a colorless oily substance.

Workup

  1. temperaturewas refluxed for 2 hours
  2. customAfter the palladium-carbon was removed by filtration
  3. concentrationthe filtrate was concentrated
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with saturated aqueous sodium bicarbonate
  6. dry with materialwith saturated aqueous sodium chloride solution, dried (MgSO4)
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-6fdc3d33afd94580baedd7746148744e
Source dataset
uspto-grants-2007_02
Patent number
US07179823B1

Reaction notes

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