Hydrochloric Acid → HCID 60143875, compound

HRID 337339Notes

Reaction equation

HRID 337339 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[N:4]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16]C)=[O:15])=[CH:10][C:9]=2[OH:18])[N:3]=1.[OH-].[Na+].O.Cl>CO>[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[N:4]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][C:9]=2[OH:18])[N:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 86703252HCID 86703252, compound

Product 1

HCID 60143875HCID 60143875, compoundYield 43.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

100 mg of methyl 4-(3,5-dimethyl-1H-pyrazol-1-yl)-3-hydroxybenzene carboxylate was dissolved in 1 ml of methanol, and 1.6 ml of 1N-sodium hydroxide was added at room temperature and stirred for 3.5 hours. To the reaction mixture, 20 ml of water was added, neutralized with 1N-hydrochloric acid, and extracted with 20 ml of ethyl acetate. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to yield 40.8 mg of the title compound.

Workup

  1. extractionextracted with 20 ml of ethyl acetate
  2. dry with materialAfter the organic layer was dried over anhydrous magnesium sulfate
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-59555960655d48f4b249737a56d042a8
Source dataset
uspto-grants-2014_11
Patent number
US08889727B2

Reaction notes

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