反应详情

To a suspension of 6-chloro-2-naphthoic acid (1 g, 4.84 mmol) and triethylamine (1.35 mL, 9.68 mmol) in 1,4-dioxane (20 mL) at room temperature, is added DPPA (1.56 mL, 7.26 mmol). After stirring at room temperature for 2.5 hours, ethanol (2.82 mL, 48.4 mmol) is added and the reaction is heated to reflux temperature for 12 hours. After cooling to room temperature, the mixture is partitioned between EtOAc and water. The organic layer is washed with brine, dried (Na2SO4) and concentrated by rotary evaporator to give an oil. Flash chromatography on silica gel (3:1 hexanes/EtOAc) gives N-(6-chloro-2-naphthyl)carbamic acid ethyl ester as a white solid.

1. temperaturethe reaction is heated
2. temperatureto reflux temperature for 12 hours
3. temperatureAfter cooling to room temperature
4. customthe mixture is partitioned between EtOAc and water
5. washThe organic layer is washed with brine
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated by rotary evaporator
8. customto give an oil