反应详情

温度

70 °C

2-Fluoro-N-methoxycarbonylaniline (1.00 g, 5.92 mmol) prepared as described in Example 1 was dissolved in 77.6% sulfuric acid (5.00 g) to prepare a solution. Isopropyl alcohol (0.400 g, 6.51 mmol) was added to the solution under a nitrogen atmosphere while stirring and heating the solution at 70° C. The mixture was vigorously stirred for 3 hr. The reaction solution was cooled to room temperature. n-Hexane (10 mL) was then added to the cooled reaction solution to carry out extraction for separation of the mixture into a sulfuric acid layer and an organic layer, and this extraction was carried out once again. The organic layers thus obtained were combined, and the combined organic layer was washed with a saturated aqueous sodium hydrogencarbonate solution and saturated brine in that order. The solvent was then removed from the organic layer by distillation to give 666 mg of 2-fluoro-4-isopropyl-N-methoxycarbonylaniline as an oil. The oil was further subjected to separation and purification by column chromatography on silica gel to give 206 mg of 2-fluoro-4-isopropyl-N-methoxycarbonylaniline (yield 17.0%).

1. customto prepare a solution
2. stirringThe mixture was vigorously stirred for 3 hr
3. temperatureThe reaction solution was cooled to room temperature
4. extractionextraction
5. customfor separation of the mixture into a sulfuric acid layer
6. extractionan organic layer, and this extraction
7. customThe organic layers thus obtained
8. washthe combined organic layer was washed with a saturated aqueous sodium hydrogencarbonate solution and saturated brine in that order
9. customThe solvent was then removed from the organic layer by distillation