Hydrochloric Acid → 1-(4-Ethoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylic acid

HRID 1748456Notes

Reaction equation

[OH-].[Na+].C([O:5][C:6]([C:8]1[CH:9]=[N:10][N:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH3:22])=[CH:16][CH:15]=2)[C:12]=1[CH3:13])=[O:7])C.Cl>C(O)C>[CH2:21]([O:20][C:17]1[CH:16]=[CH:15][C:14]([N:11]2[C:12]([CH3:13])=[C:8]([C:6]([OH:7])=[O:5])[CH:9]=[N:10]2)=[CH:19][CH:18]=1)[CH3:22]

Participants

Conditions

Temperature: 70 °C

Procedure

1N Aqueous solution of sodium hydroxide (4.8 ml) was added to a solution of 1-(4-ethoxyphenyl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (1.3 g) in ethanol (24 ml) at room temperature and stirred at 70° C. for three hours. After completion of the reaction, the reaction solution was cooled to room temperature, 1N hydrochloric acid aqueous solution was added and the precipitated solid was collected by filtration to give the titled compound (1.12 g) as a white solid.

Workup

customAfter completion of the reaction
temperaturethe reaction solution was cooled to room temperature
filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record: ord-bcec41ce361f4bf18ebf05da1ae0e7dc
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09150555B2

Reaction notes

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