Ethanol → HCID 178468629, compound

HRID 1188121Notes

Reaction equation

HRID 1188121 reaction equation
OS(O)(=O)=O.[F:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:17](C3CCCCO3)[N:16]=[C:15]([C:24]([OH:26])=[O:25])[CH:14]=2)=[CH:9][CH:8]=1.[CH3:27][CH2:28]O>>[F:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[NH:17][N:16]=[C:15]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:14]=2)=[CH:11][CH:12]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 59408741HCID 59408741, compound

Product 1

HCID 178468629HCID 178468629, compoundYield 93%

Procedure

3-4 Drops of conc. H2SO4 were added to a solution of 5-(4-fluorophenyl)-1H-pyrazole-3-carboxylic acid 1 in EtOH. The reaction mixture was refluxed for 2 days. The reaction mixture was concentrated and diluted with chloroform (100 ml) and washed with saturated NaHCO3 solution, water and brine, and dried over Na2SO4. Evaporation of the solvent under vacuum gave ethyl 5-(4-fluorophenyl)-1H-pyrazole-3-carboxylate 2 as a brown solid (1.05 g, 93%).

Workup

  1. temperatureThe reaction mixture was refluxed for 2 days
  2. concentrationThe reaction mixture was concentrated
  3. additiondiluted with chloroform (100 ml)
  4. washwashed with saturated NaHCO3 solution, water and brine
  5. dry with materialdried over Na2SO4
  6. customEvaporation of the solvent under vacuum

Sources & evidence

ORD record
ord-20a1fb5a51614be6b0ad95e81a927026
Source dataset
uspto-grants-2014_03
Patent number
US08673940B2

Reaction notes

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