Acetic Acid → HCID 15407387, compound

HRID 850070Notes

Reaction equation

[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH:16]=[C:15]([C:17]([O:19]CC)=[O:18])[CH:14]=[N:13]2)=[CH:8][C:7]=1[C:22]#[N:23])[CH2:2][CH2:3][CH3:4].[OH-].[Na+].O.C(O)(=O)C>C(O)C>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH:16]=[C:15]([C:17]([OH:19])=[O:18])[CH:14]=[N:13]2)=[CH:8][C:7]=1[C:22]#[N:23])[CH2:2][CH2:3][CH3:4]

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution (15 ml) of ethyl 1-(4-butoxy-3-cyanophenyl)pyrazole-4-carboxylate (1.5 g) in ethanol was added 1.5 N aqueous sodium hydroxide solution (4 ml) with stirring, and the mixture was heated at 80° C. for 1 hour. After the completion of the reaction, the reaction mixture was poured into water and the mixture was neutralized with acetic acid. The precipitated crystals were recrystallized from ethyl acetate to give 0.75 g of 1-(4-butoxy-3-cyanophenyl)pyrazole-4-carboxylic acid, melting point 200-202° C.

Workup

customAfter the completion of the reaction
customThe precipitated crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record: ord-0327fda0ae634736a2b02fe15947fff7
Source dataset: uspto-grants-2000_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06015829

Reaction notes

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