Trifluoroacetic acid → 4-(2-Nitrophenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid
Reaktionsgleichung
FC(F)(F)C(O)=O.[N+:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[CH:29]=[CH:28][C:20]([C:21]([O:23]C(C)(C)C)=[O:22])=[C:19]([NH:30][C:31]([C:33]2[CH:34]=[N:35][CH:36]=[C:37]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[CH:38]=2)=[O:32])[CH:18]=1)([O-:10])=[O:9]>>[N+:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[CH:29]=[CH:28][C:20]([C:21]([OH:23])=[O:22])=[C:19]([NH:30][C:31]([C:33]2[CH:34]=[N:35][CH:36]=[C:37]([C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)[CH:38]=2)=[O:32])[CH:18]=1)([O-:10])=[O:9]Komponenten
3
Versuchsvorschrift
Trifluoroacetic acid (3.0 mL) was added to tert-butyl 4-(2-nitrophenyl)-2-(5-phenylpyridine-3-carboxamido)benzoate (68 mg), followed by stirring at room temperature for 1 hour. The solvent was evaporated under reduced pressure, and diisopropyl ether was added to the obtained residue. The solid substance was collected by filtration, and dioxane (3.0 mL) and a 2 mol/L aqueous solution of sodium hydroxide (0.053 mL) were sequentially added to the obtained solid substance, followed by stirring at room temperature for 1 hour and 50 minutes. Water was added to the reaction mixture. After adjusting the pH to 6.3 with 1 mol/L hydrochloric acid, the solid substance was collected by filtration to obtain 47 mg of 4-(2-nitrophenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid as a white solid.