Sodium Hydroxide → HCID 43363493, compound

HRID 1755278Notes

Reaction equation

HRID 1755278 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[CH:9][N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[N:7]=1)=[O:5])C.[OH-].[Na+]>C1COCC1.CO.CCOC(C)=O>[C:12]1([CH3:17])[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[N:8]1[CH:9]=[CH:10][C:6]([C:4]([OH:5])=[O:3])=[N:7]1

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 86174779HCID 86174779, compound

Product 1

HCID 43363493HCID 43363493, compoundYield 79%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

1-o-Tolyl-1H-pyrazole-3-carboxylic acid ethyl ester (238 mg, 1.03 mmol) was dissolved in a mixture of THF (2.0 mL) and MeOH (2.0 mL). To this was added NaOH (20% aqueous, 1.0 mL). The reaction mixture was stirred for 2 h, and was then diluted with EtOAc and washed with 1M HCl. The aqueous layer was extracted with EtOAc and the combined organics were dried over Na2SO4, filtered and concentrated to give the product as a white solid (164 mg, 0.81 mmol, 79%).

Workup

  1. washwashed with 1M HCl
  2. extractionThe aqueous layer was extracted with EtOAc
  3. dry with materialthe combined organics were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-97cc0a5d7bb64eee88d5173cf4f75ed0
Source dataset
uspto-grants-2015_10
Patent number
US09169261B2

Reaction notes

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