反应详情

Under an argon atmosphere, to a suspension (1.1 L) of methyltriphenylphosphonium bromide (90 g) in dry tetrahydrofuran was added a solution (264 mL) of 1 mol/L-potassium tert-butoxide in tetrahydrofuran with stirring under ice-cooling, and the mixture was stirred at the same temperature for 30 min. Then, a solution (165 mL) of 2-chloro-6-fluorobenzaldehyde (34.5 g) in tetrahydrofuran was added to the mixture, and the mixture was stirred for 30 min. The insoluble material was removed with celite, and the filtrate was concentrated under reduced pressure. Ethyl acetate was added to the residue and, after triturating, the crystals were collected by filtration and concentrated. The residue was purified by silica gel column chromatography (developing solvent: hexane) using NH-silica gel (manufactured by Fuji Silysia Chemical Ltd.) to give the title compound as a colorless oil (yield: 20.7 g).

1. temperaturecooling
2. stirringthe mixture was stirred at the same temperature for 30 min
3. stirringthe mixture was stirred for 30 min
4. customThe insoluble material was removed with celite
5. concentrationthe filtrate was concentrated under reduced pressure
6. additionEthyl acetate was added to the residue
7. customafter triturating
8. filtrationthe crystals were collected by filtration
9. concentrationconcentrated
10. customThe residue was purified by silica gel column chromatography (developing solvent: hexane)