Acetic Acid → HCID 19366021, compound

HRID 850072Notes

Reaction equation

[C:1]([C:3]1[CH:4]=[C:5]([N:16]2[CH:20]=[C:19]([C:21]([O:23]CC)=[O:22])[CH:18]=[N:17]2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH:11]([CH2:14][CH3:15])[CH2:12][CH3:13])#[N:2].[OH-].[Na+].O.C(O)(=O)C>C(O)C>[C:1]([C:3]1[CH:4]=[C:5]([N:16]2[CH:20]=[C:19]([C:21]([OH:23])=[O:22])[CH:18]=[N:17]2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH:11]([CH2:14][CH3:15])[CH2:12][CH3:13])#[N:2]

Participants

Conditions

Temperature: 70 °C

Procedure

To a solution (10 ml) of ethyl 1-(3-cyano-4-(2-ethylbutoxy)phenyl)pyrazole-4-carboxylate (0.88 g) in ethanol was added 2 N aqueous sodium hydroxide solution (1.5 ml) with siring and the mixture was heated at 70° C. for 1 hour. After the completion of the reaction, the reaction mixture was poured into water and neutralized with acetic acid. The precipitated crystals were recrystallized from ethyl acetate to give 0.21 g of 1-(3-cyano-4-(2-ethylbutoxy)phenyl)pyrazole-4-carboxylic acid, melting point 180-182° C.

Workup

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

Sources & evidence

ORD record: ord-b5747e30d3574638a13a39c0f06064be
Source dataset: uspto-grants-2000_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06015829

Reaction notes

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