Imidazole → 2-hydroxy-N-[4-(trifluoromethyl)phenyl]benzamide

HRID 1075578Notes

Reaction equation

HRID 1075578 reaction equation
N1C=CN=C1.[F:6][C:7]([F:28])([F:27])[C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:26])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22]C(=O)C)=[CH:10][CH:9]=1>CO>[F:6][C:7]([F:27])([F:28])[C:8]1[CH:9]=[CH:10][C:11]([NH:14][C:15](=[O:26])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[OH:22])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 10519929HCID 10519929, compound

Product 1

HCID 52740142-hydroxy-N-[4-(trifluoromethyl)phenyl]benzamideYield 65%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Imidazole (960 mg, 14 mmol) was added to N-(4-trifluoromethylphenyl)-2-acetoxy-benzamide (13 g, 40 mmol) in methanol (300 ml) and the solution stirred at room temperature for two hours. The white precipitate was filtered and dried giving 7.3 g (65%) of pure N-(4-trifluoromethylphenyl)-2-hydroxy-benzamide as a white solid.

Workup

  1. filtrationThe white precipitate was filtered
  2. customdried

Sources & evidence

ORD record
ord-6afd5f0cefe44180889cec9c7661c5c6
Source dataset
uspto-grants-1999_05
Patent number
US05905090

Reaction notes

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