反应详情

To a solution of O-tert-butyl (1-acetylpiperidin-4-yl)carbamate (0.97 g) in N,N-dimethylformamide (10 ml) was added 60% sodium hydride (0.18 g) at ambient temperature. After stirring for 40 minutes, 4-fluorobenzyl bromide (0.6 ml) was added to the reaction mixture. After additional stirring for 4 hours, the reaction mixture was poured into a mixture of ethyl acetate (50 ml) and water (10 ml). An organic phase was separated and washed with water and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. A residue was purified by column chromatography (silica gel 100 ml, toluene:ethyl acetate=1:1 to 1:2). After crystallization from diisopropyl ether and n-hexane, O-tert-butyl N-(4-fluorobenzyl)-N-(1-acetylpiperidin-4-yl)carbamate (922 mg) was obtained.

1. stirringAfter additional stirring for 4 hours
2. customAn organic phase was separated
3. washwashed with water and brine
4. dry with materialAfter drying with magnesium sulfate
5. customthe solvents were removed under reduced pressure
6. customA residue was purified by column chromatography (silica gel 100 ml, toluene:ethyl acetate=1:1 to 1:2)
7. customAfter crystallization from diisopropyl ether and n-hexane