反应详情

温度

100 °C

To a solution of ethyl 3-fluoro-4-methylbenzoate (8.586 g, 47.13 mmol) in carbon tetrachloride (70 ml) were added N-bromosuccinimide (8.388 g, 47.13 mmol) and 2,2′-azobisisobutyronitrile (309.6 mg, 1.885 mmol), and the mixture was stirred at 90° C. for 30 mins and at 100° C. for 16 hrs. The reaction mixture was cooled to 0° C., and the precipitated solid was filtered off and washed twice with hexane. The filtrate and washing solution were combined, and the mixture was washed twice with water and once with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was dissolved in toluene (30 ml), and triphenylphosphine (9.891 g, 37.71 mmol) was added. The mixture was heated under reflux for 40 mins and cooled to room temperature. The precipitate was collected by filtration, and dried under reduced pressure to give [4-(ethoxycarbonyl)-2-fluorobenzyl](triphenyl)phosphonium bromide (16.52 g, yield 67.0%) as a white solid.

1. temperatureThe reaction mixture was cooled to 0° C.
2. filtrationthe precipitated solid was filtered off
3. washwashed twice with hexane
4. washThe filtrate and washing solution
5. washthe mixture was washed twice with water and once with saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. dissolutionThe residue was dissolved in toluene (30 ml)
9. temperatureThe mixture was heated
10. temperatureunder reflux for 40 mins
11. temperaturecooled to room temperature
12. filtrationThe precipitate was collected by filtration
13. customdried under reduced pressure