Potassium Hydroxide → HCID 19886263, compound

HRID 654778Notes

Reaction equation

HRID 654778 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=3)=[CH:11][C:10]([C:20]([O:22]CC)=[O:21])=[N:9]2)=[CH:4][CH:3]=1.[OH-].[K+]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=3)=[CH:11][C:10]([C:20]([OH:22])=[O:21])=[N:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 19886090HCID 19886090, compound

Product 1

HCID 19886263HCID 19886263, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of ethyl 1-(4-fluorophenyl)-5-(4-tolyl)pyrazole-3-carboxylate (2.7 g) and potassium hydroxide (1.1 g) in methanol (40 ml) was refluxed for 30 minutes. The solvent was evaporated, and the residue was dissolved in water and washed with ethyl acetate. The aqueous layer was acidified with dilute hydrochloric acid and extracted with ethyl acetate. The extract was washed with water, dried, and concentrated, giving crystals of 1-(4-fluorophenyl)-5-(4-tolyl)pyrazole-3-carboxylic acid (2.1 g).

Workup

  1. temperaturewas refluxed for 30 minutes
  2. customThe solvent was evaporated
  3. dissolutionthe residue was dissolved in water
  4. washwashed with ethyl acetate
  5. extractionextracted with ethyl acetate
  6. washThe extract was washed with water
  7. customdried
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-0466a4a76f4a40a59f1fcbb477506273
Source dataset
uspto-grants-1992_07
Patent number
US05134142

Reaction notes

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