methyl 1,4-dimethyl-1H-benzimidazole-5-carboxylate → 1,4-dimethyl-1H-benzimidazole-5-carboxylic acid
反応式
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:12]([O:14]C)=[O:13])=[C:10]([CH3:11])[C:5]=2[N:4]=[CH:3]1>CO.[OH-].[Na+]>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:12]([OH:14])=[O:13])=[C:10]([CH3:11])[C:5]=2[N:4]=[CH:3]1参加物
4
反応条件
- 温度
- 60 °C
実験手順
A mixture of the methyl 1,4-dimethyl-1H-benzimidazole-5-carboxylate (78 mg, 0.38 mmol) in methanol (2 mL) and 5% aqueous sodium hydroxide solution (2 mL) was stirred at 60° C. for one hour. The reaction mixture was concentrated, diluted with water (10 mL) and the pH adjusted to 4 then saturated with solid sodium chloride. The aqueous mixture was extracted ethyl acetate (3×10 mL) and the combined extract was washed with water (15 mL), brine (15 mL), dried over sodium sulfate, filtered and concentrated to give 1,4-dimethyl-1H-benzimidazole-5-carboxylic acid (46 mg, 63% yield), MS (EI) for C10H10N2O2: 191 (MH+).