Sodium Hydroxide → 4-Carboxy-5-methyl-3-(2-iodo-6-fluoro-phenyl)isoxazole
反応式
C([O:3][C:4]([C:6]1[C:7]([C:12]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=2[I:19])=[N:8][O:9][C:10]=1[CH3:11])=[O:5])C.[OH-].[Na+]>CCO>[C:4]([C:6]1[C:7]([C:12]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=2[I:19])=[N:8][O:9][C:10]=1[CH3:11])([OH:5])=[O:3]参加物
4
反応条件
- 温度
- 50 °C
実験手順
To a solution of 4-ethoxycarbonyl-5-methyl-3-(2-iodo-6-fluoro-phenyl)isoxazole (7.15 g, 19 mmol) in EtOH (100 ml) was added 5N NaOH (7.6 ml, 38 mmol, 2 eq.), and stirred in a 50° C. oil bath for 4 hrs. The reaction was cooled to room temperature, poured into ice H2O and extracted with Et2O. The aqueous layer was then acidified to pH 3 using conc. HCl and extracted with ethyl acetate. The organic solution was washed with brine, dried (MgSO4), filtered, and concentrated to give the title compound (6.08 g, 92%).