Potassium Acetate → ethyl 1-(2-fluorophenyl)-4-hydroxypyrazole-3-carboxylate

HRID 968673Notes

Reaction equation

HRID 968673 reaction equation
CC([O-])=O.[K+].Cl[CH2:7][C:8](=[O:24])[CH:9]([N:15]=[N:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[F:23])[C:10]([O:12][CH2:13][CH3:14])=[O:11]>CCO.CCOC(C)=O>[F:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[N:16]1[CH:7]=[C:8]([OH:24])[C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:15]1

Participants

5

Reactant 2

HCID 517044Potassium AcetateHCID 86030630HCID 86030630, compound

Product 1

HCID 711109ethyl 1-(2-fluorophenyl)-4-hydroxypyrazole-3-carboxylateYield 102.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

KOAc (1.14 g) was added portionwise to a solution of ethyl 4-chloro-2-(2-fluoro-phenylazo)-3-oxobutanoate (2.75 g) in EtOH (30 mL), and the mixture was refluxed for 1 hour. After being cooled to room temperature, the mixture was diluted with EtOAc and washed with H2O (twice) and brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo to yield 2.47 g of the title compound. KOAc means potassium acetate.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. washwashed with H2O (twice) and brine
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-58b047f90df247e7a4559c995337af84
Source dataset
uspto-grants-2007_12
Patent number
US07304072B2

Reaction notes

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