反应详情

A solution of t-butyl N-{(1S)-2-[methoxy(methyl)amino]-1-methyl-2-oxoethyl}carbamate (50 g) in tetrahydrofuran (700 mL) was gradually added dropwise at 0° C. to a 2.5M 4-fluorophenylmagnesium bromide/tetrahydrofuran solution (300 mL) which had been prepared previously. The mixture was stirred at room temperature for 14 hours, cooled to 0° C., and extracted twice with ether after addition of saturated aqueous sodium bicarbonate. The organic layer was washed successively with saturated aqueous sodium bicarbonate and saturated brine, and dried over anhydrous sodium sulfate. After removal of the sodium sulfate by filtration, the organic solvent was evaporated off in vacuo. The resulting residue was purified by column chromatography on silica gel (C-300; hexane:ethyl acetate=4:1) to give the title compound.

1. customhad been prepared previously
2. temperaturecooled to 0° C.
3. extractionextracted twice with ether
4. additionafter addition of saturated aqueous sodium bicarbonate
5. washThe organic layer was washed successively with saturated aqueous sodium bicarbonate and saturated brine
6. dry with materialdried over anhydrous sodium sulfate
7. customAfter removal of the sodium sulfate
8. filtrationby filtration
9. customthe organic solvent was evaporated off in vacuo
10. customThe resulting residue was purified by column chromatography on silica gel (C-300; hexane:ethyl acetate=4:1)