Water → HCID 84016145, compound

HRID 1778197Notes

Reaction equation

HRID 1778197 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH3:18])[C:10]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:5])C.[Li+].[OH-].O>C1COCC1.CO>[CH3:18][N:9]1[C:10]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[N:8]1

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 867185501-Methyl-5-phenoxy-1H-pyrazole-4-carboxylic acid ethyl ester

Product 1

HCID 84016145HCID 84016145, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

1-Methyl-5-phenoxy-1H-pyrazole-4-carboxylic acid ethyl ester (22.6 g; 91.4 mmol) is dissolved in THF/MeOH (1/1) and LiOH in water (7.67 g; 183 mmol) is added. After 16 hours at ambient temperature the reaction mixture is washed with EtOAc. The aqueous layer is acidified with 1 N HCl and extracted with EtOAc. The organic layer is dried and evaporated.

Workup

  1. washAfter 16 hours at ambient temperature the reaction mixture is washed with EtOAc
  2. extractionextracted with EtOAc
  3. customThe organic layer is dried
  4. customevaporated

Sources & evidence

ORD record
ord-5f092d773f20464aab47acfdc40b6913
Source dataset
uspto-grants-2016_02
Patent number
US09266891B2

Reaction notes

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