Sodium Hydroxide → 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid

HRID 1744481Notes

Reaction equation

HRID 1744481 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:5][C:4]([C:13]([O:15]C)=[O:14])=[N:3]1.[OH-].[Na+]>C(O)C.O>[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:5][C:4]([C:13]([OH:15])=[O:14])=[N:3]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 21766260Methyl 1-methyl-5-phenyl-1h-pyrazole-3-carboxylate

Product 1

HCID 75376191-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acidYield 65.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Methyl 1-methyl-5-phenylpyrazole-3-carboxylate (3.6 g) was dissolved in a mixed solvent of ethanol (20 ml) and water (20 ml) and sodium hydroxide (0.8 g) was added. The mixture was stirred at a refluxing temperature for 30 min. Ethanol was evaporated and to the residue was added dilute hydrochloric acid. The obtained solid was recrystallized from aqueous methanol solution to give the title compound (2.2 g), melting point: 149–150° C.

Workup

  1. additionwas added
  2. customEthanol was evaporated and to the residue
  3. additionwas added dilute hydrochloric acid
  4. customThe obtained solid was recrystallized from aqueous methanol solution

Sources & evidence

ORD record
ord-738d63e9dd764f438106eba37cc859f0
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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