Potassium Hydroxide → HCID 69691271, compound

HRID 394768Notes

Reaction equation

HRID 394768 reaction equation
[CH3:1][C:2]1([C:15]([O:17]CC)=[O:16])[CH:6]=[CH:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[NH:3]1.[OH-].[K+]>C(O)C>[CH3:1][C:2]1([C:15]([OH:17])=[O:16])[CH:6]=[CH:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[NH:3]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 69692125HCID 69692125, compound

Product 1

HCID 69691271HCID 69691271, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 3-methyl-1-(4-methoxyphenyl)-1H-pyrazolecarboxylate (0.01997 mol, 5.197 g) and potassium hydroxide (3.362 g, 3.0 eq.) in ethanol (70 mL) was stirred at ambient temperature for 5 h. The solvent was removed in vacuo and the residue was taken up in water. This was extracted with methylene chloride (3×) to remove unreacted starting material. The aqueous was made acidic (pH 3) by the dropwise addition of conc. HCl at 0° C. to give white precipitation of acid. The solid acid was obtained by filtration and pumped on for several hours to dry. This procedure gave 4.23 g of pure product (91%); mp: 161.8° C.

Workup

  1. customThe solvent was removed in vacuo
  2. extractionThis was extracted with methylene chloride (3×)
  3. customto remove unreacted
  4. additionby the dropwise addition of conc. HCl at 0° C.
  5. customto give white
  6. customprecipitation of acid
  7. customThe solid acid was obtained by filtration
  8. custompumped on for several hours
  9. customto dry

Sources & evidence

ORD record
ord-174972105130447cbb5f8d209a4347ad
Source dataset
uspto-grants-2003_08
Patent number
US06602895B2

Reaction notes

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