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Sodium Hydroxide → 3-(2,6-Difluorophenyl)-5-methylisoxazole-4-carboxylic acid

HRID 434039
Notes
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Reaction equation

HRID 434039 reaction equation
C[O:2][C:3]([C:5]1[C:6]([C:11]2[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=2[F:18])=[N:7][O:8][C:9]=1[CH3:10])=[O:4].[OH-].[Na+]>CO>[C:3]([C:5]1[C:6]([C:11]2[C:12]([F:18])=[CH:13][CH:14]=[CH:15][C:16]=2[F:17])=[N:7][O:8][C:9]=1[CH3:10])([OH:4])=[O:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18756257Methyl 3-(2,6-difluorophenyl)-5-methylisoxazole-4-carboxylate

Product 1

HCID 187562503-(2,6-Difluorophenyl)-5-methylisoxazole-4-carboxylic acidYield 99.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a manner similar to that for preparation 16, 4-methoxycarbonyl-5-methyl-3-(2,6-difluorophenyl)isoxazole (0.244 g, 0.910 mmol), 5N NaOH (1 ml, 5.0 mmol), and methanol (10 ml) afforded 4-carboxy-5-methyl-3-(2,6-difluorophenyl)isoxazole (0.216 g, 93%) which was used without purification.

Sources & evidence

ORD record
ord-3a3eede7160c4df49d472115bd8a1b3b
Source dataset
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06670373B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes