Sodium Hydroxide → HCID 4255852, compound

HRID 488797Notes

Reaction equation

HRID 488797 reaction equation
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[O:13][CH3:14])[N:5]=[CH:4][C:3]=1[C:15]([O:17]CC)=[O:16].[OH-].[Na+]>CO.O>[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[O:13][CH3:14])[N:5]=[CH:4][C:3]=1[C:15]([OH:17])=[O:16]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 4068595ETHYL 1-(2-METHOXYPHENYL)-5-METHYL-1H-PYRAZOLE-4-CARBOXYLATE

Product 1

HCID 4255852HCID 4255852, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of ethyl 5-methyl-1-(2-methoxyphenyl)-1H-pyrazole-4-carboxylate in 15 ml methanol and 17 ml water was added 20 ml of 1 N sodium hydroxide and the resulting mixture was refluxed overnight under nitrogen. The methanol was removed in vacuo and the aqueous phase was acidified with dilute aqueous hydrochloric acid solution and extracted with 2×70 ml ethyl acetate. The combined ethyl acetate extracts were washed with 70 ml water and 70 ml brine, dried over sodium sulfate and concentrated in vacuo to a white solid (2.14 g, 85% yield).

Workup

  1. temperaturethe resulting mixture was refluxed overnight under nitrogen
  2. customThe methanol was removed in vacuo
  3. extractionextracted with 2×70 ml ethyl acetate
  4. washThe combined ethyl acetate extracts were washed with 70 ml water and 70 ml brine
  5. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-eef38d70c8da41848708da0b3aecd99e
Source dataset
uspto-grants-2005_12
Patent number
US06974813B2

Reaction notes

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