Water → 2-phenyl-1H-imidazole-4-carboxylic acid
Reaction equation
[C:1]1([C:7]2[NH:8][C:9]([C:12](F)(F)F)=[CH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:16].[Na+].[OH2:18]>>[C:1]1([C:7]2[NH:8][C:9]([C:12]([OH:18])=[O:16])=[CH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1Participants
4
Conditions
- Temperature
- 95 °C
Procedure
A mixture of 2-phenyl-5-(trifluoromethyl)-1H-imidazole (47.1 mmol) and NaOH (63.8 mmol) in water (20 mL) was allowed to stir at 95° C. overnight. The reaction mixture was allowed to cool to rt and was diluted with water and extracted with DCM. The pH of the aqueous solution was adjusted to pH=7 with 1N HCl and the solution was extracted again with DCM. The aqueous solution was concentrated to give 2-phenyl-1H-imidazole-5-carboxylic acid as a white solid which was used without further purification.