Sodium Hydroxide → HCID 66692905, compound

HRID 1808862Notes

Reaction equation

HRID 1808862 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[C:13]([C:14]([O:16]CC)=[O:15])=[C:12]([CH3:19])[CH:11]=[N:10]1.[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[C:13]([C:14]([OH:16])=[O:15])=[C:12]([CH3:19])[CH:11]=[N:10]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66693764HCID 66693764, compound

Product 1

HCID 66692905HCID 66692905, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a soln. of ethyl 1-(2-methoxyphenyl)-4-methyl-1H-pyrazole-5-carboxylate (30 mg, 0.115 mmol) in MeOH (2 mL) was added 3 N sodium hydroxide (2 ml, 6.00 mmol). The resulting mixture was stirred at r.t for 2 hrs, then evaporated to remove the solvent. The residue was taken up in EtOAc and water, acidified with 6N HCl to pH=2, partitioned and extracted with EtOAc. The organic layer was dried (Na2SO4) and evaporated to afford 1-(2-methoxyphenyl)-4-methyl-1H-pyrazole-5-carboxylic acid (23 mg, 0.094 mmol, 82% yield), which was taken into the next reaction without further purification.

Workup

  1. customevaporated
  2. customto remove the solvent
  3. custompartitioned
  4. extractionextracted with EtOAc
  5. dry with materialThe organic layer was dried (Na2SO4)
  6. customevaporated

Sources & evidence

ORD record
ord-0d71c76a9c4f4e36bf57bdc9a21fd184
Source dataset
uspto-grants-2013_01
Patent number
US08362004B2

Reaction notes

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