Sodium Hydroxide → HCID 86721218, compound

HRID 1750378Notes

Reaction equation

HRID 1750378 reaction equation
[C:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=[C:8]([C:18]([O:20]CC)=[O:19])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>C1COCC1.C(O)C>[C:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=[C:8]([C:18]([OH:20])=[O:19])[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86721217HCID 86721217, compound

Product 1

HCID 86721218HCID 86721218, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a mixed solution of the compound (2.86 g, 9.46 mmol) obtained in step 1 in THF (15 mL) and ethanol (15 mL) was added 1N aqueous sodium hydroxide solution (14.19 mL, 14.19 mmol) at room temperature, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, and 1N hydrochloric acid was added thereto. The precipitate was collected by filtration to give 1-tert-butyl-5-(4-methoxyphenyl)-1H-pyrazole-4-carboxylic acid (2.59 g, 9.44 mmol, 100%) as a white powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and 1N hydrochloric acid
  2. additionwas added
  3. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-2a062c7bf5e647c68c4f52c99b7048cd
Source dataset
uspto-grants-2015_10
Patent number
US09156837B2

Reaction notes

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