反应详情

To a suspension of lithium aluminum hydride (2.86 g, 75.3 mmol) in tetrahydrofuran (50 ml) was dropwise added a solution of methyl 4-(difluoromethyl)benzoate (9.341 g, 50.18 mmol) in tetrahydrofuran (50 ml) under ice-cooling and the mixture was stirred at room temperature for 1 hr. The reaction solution was ice-cooled and water (3 ml), 15% aqueous sodium hydroxide solution (3 ml) and water (8 ml) were dropwise added successively to decompose excess lithium aluminum hydride. The mixture was stirred as it was at room temperature for 2 hrs. The resulting precipitate was removed by filtration and the precipitate was washed with ethyl acetate. The solvent of the collected filtrate was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1-1/1) to give the objective-substance.

1. temperaturecooling
2. temperaturecooled
3. stirringThe mixture was stirred as it
4. waitwas at room temperature for 2 hrs
5. customThe resulting precipitate was removed by filtration
6. washthe precipitate was washed with ethyl acetate
7. customThe solvent of the collected filtrate was evaporated under reduced pressure
8. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1-1/1)
9. customto give the objective-substance