Sodium Hydroxide → 3-Ethoxy-4-(1-methylpyrazol-4-yl)benzoic acid

HRID 1096996Notes

Reaction equation

HRID 1096996 reaction equation
[OH-].[Na+].[CH2:3]([O:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=1[C:16]1[CH:17]=[N:18][N:19]([CH3:21])[CH:20]=1)[C:9]([O:11]C)=[O:10])[CH3:4].O.Cl>CCOC(C)=O.CCCCCC>[CH2:3]([O:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=1[C:16]1[CH:17]=[N:18][N:19]([CH3:21])[CH:20]=1)[C:9]([OH:11])=[O:10])[CH3:4]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21885828Hydrate;hydrochlorideHCID 57930994HCID 57930994, compound

Product 1

HCID 579309863-Ethoxy-4-(1-methylpyrazol-4-yl)benzoic acid

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Aqueous 5 N sodium hydroxide solution (0.6 mL, 3.0 mmol) was added to a methano chloroform (1/1) solution (5 mL) of methyl 3-ethoxy-4-(1-methylpyrazol-4-yl)benzoate (149 mg, 0.57 mmol), and stirred overnight at room temperature. 5 N hydrochloric acid water (0.6 mL, 3.0 mmol) was added to the reaction liquid. The aqueous layer was extracted twice with chloroform, washed with saturated saline water, and dried with magnesium sulfate. The solution was filtered and concentrated under reduced pressure to obtain the title compound as a white solid.

Workup

  1. extractionThe aqueous layer was extracted twice with chloroform
  2. washwashed with saturated saline water
  3. dry with materialdried with magnesium sulfate
  4. filtrationThe solution was filtered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1c68adf64af54482b21060c22f8c2713
Source dataset
uspto-grants-2012_03
Patent number
US08138197B2

Reaction notes

Loading…