Hydrochloric Acid → HCID 57749103, compound

HRID 1874370Notes

Reaction equation

HRID 1874370 reaction equation
[CH2:1]([N:3]1[CH:7]=[C:6]([CH3:8])[C:5]([C:9]([O:11]CC)=[O:10])=[N:4]1)[CH3:2].[OH-].[Na+].C(O)C.Cl>O>[CH2:1]([N:3]1[CH:7]=[C:6]([CH3:8])[C:5]([C:9]([OH:11])=[O:10])=[N:4]1)[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 57749287Ethyl 1-ethyl-4-methyl-1H-pyrazole-3-carboxylate

Product 1

HCID 57749103HCID 57749103, compoundYield 71.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 1-ethyl-4-methyl-1H-pyrazole-3-carboxylate (8.60 g, 47.2 mmol), 8N aqueous sodium hydroxide solution (11.8 mL) and ethanol (30 mL) was stirred at room temperature for 15 hr. The reaction mixture was neutralized with 1N hydrochloric acid, diluted with water, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was collected by filtration and washed with ethyl acetate-hexane to give the title compound (5.19 g, 71%) as a white solid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltrated
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. filtrationthe residue was collected by filtration
  7. washwashed with ethyl acetate-hexane

Sources & evidence

ORD record
ord-17a7ef7db9dc465f94bef9147f15a75f
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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