Hydrochloric Acid → HCID 58542554, compound

HRID 1843083Notes

Reaction equation

HRID 1843083 reaction equation
[F:1][CH:2]([F:14])[O:3][C:4]1[CH:8]=[C:7]([C:9]([O:11]C)=[O:10])[N:6]([CH3:13])[N:5]=1.[OH-].[Na+].Cl>CO>[F:14][CH:2]([F:1])[O:3][C:4]1[CH:8]=[C:7]([C:9]([OH:11])=[O:10])[N:6]([CH3:13])[N:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58542532HCID 58542532, compound

Product 1

HCID 58542554HCID 58542554, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

200 mg (0.97 mmol) of methyl 3-(difluoromethoxy)-1-methyl-1H-pyrazole-5-carboxylate are dissolved in 6.5 ml of methanol and 1.94 ml of 1M sodium hydroxide solution is added. The reaction mixture is stirred overnight at room temperature, then admixed with 1M hydrochloric acid and extracted with ethyl acetate. The organic phase is dried over sodium sulphate, filtered and concentrated by evaporation in vacuo. This gives 180 mg of 3-difluoromethoxy-1-methyl-1H-pyrazole-5-carboxylic acid (97%).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic phase is dried over sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated by evaporation in vacuo

Sources & evidence

ORD record
ord-6e4d720fb0e8463281ad9a1ad0a8e5e9
Source dataset
uspto-grants-2015_02
Patent number
US08946234B2

Reaction notes

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