反应详情

To a solution of 4,5-difluoroanthranilic acid (1.13 g, 6.53 mmol) in anhydrous methanol (40 mL) is added molecular sieves (3 Å), acetic acid (3.70 mL, 65.3 mmol) and [(1-ethoxycyclopropyl)oxy]trimethylsilane (5.25 mL, 26.11 mmol). After 30 minutes, sodium cyanoborohydride (2.08 g, 32.64 mmol) is added, and the reaction mixture is heated to reflux. After 16 hours, the reaction is cooled to room temperature, filtered, washed with methanol, and the combined filtrate concentrated under vacuum to afford a viscous oil. The resulting oil is dissolved in ethyl acetate and washed with 1.0 M hydrochloric acid, water, and brine. The organic layer is dried over MgSO4, filtered, and the filtrate is concentrated under vacuum to afford as a beige solid (1.32 g). MS CI: m/z 212 (M+).

1. temperaturethe reaction mixture is heated to reflux
2. waitAfter 16 hours
3. filtrationfiltered
4. washwashed with methanol
5. concentrationthe combined filtrate concentrated under vacuum
6. customto afford a viscous oil
7. washwashed with 1.0 M hydrochloric acid, water, and brine
8. dry with materialThe organic layer is dried over MgSO4
9. filtrationfiltered
10. concentrationthe filtrate is concentrated under vacuum