Tetrahydrofuran → 1-methyl-2-(2-methylphenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid

HRID 2095812Notes

Reaction equation

HRID 2095812 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([O:9]CC)=[O:8])[C:4](=[O:12])[N:3]1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19].O1CCCC1.[OH-].[Na+]>CO>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[C:4](=[O:12])[N:3]1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 58158463ethyl 1-methyl-2-(2-methylphenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate

Product 1

HCID 581585941-methyl-2-(2-methylphenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acidYield 40%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In the same manner as in Reference Example 65 and using ethyl 1-methyl-2-(2-methylphenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate (2.1 g, 8.2 mmol), tetrahydrofuran (6 mL), methanol (4 mL) and 4N aqueous sodium hydroxide solution (9 mL) as starting materials, the title compound (750 mg, 40%) was obtained as a white solid.

Sources & evidence

ORD record
ord-a1affcaa4796436681ebc88bd541ff8e
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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