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

HRID 1744480Notes

Reaction equation

HRID 1744480 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([O:9]C)=[O:8])=[CH:5][C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:3]1.[OH-].[Na+]>C(O)C.O>[CH3:1][N:2]1[C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:3]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 827016HCID 827016, compound

Product 1

HCID 75376251-methyl-3-phenyl-1H-pyrazole-5-carboxylic acidYield 28.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Methyl 1-methyl-3-phenylpyrazole-5-carboxylate (3 g) was dissolved in a mixed solvent of ethanol (20 ml) and water (20 ml) and sodium hydroxide (0.7 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 (0.8 g), melting point: 189° 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-90cf64a8d3c14ac8b02f534da5013e6c
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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