反应 #78072

反应方程式

4-fluorobenzyl bromide

ethyl acetate

O-tert-butyl (1-acetylpiperidin-4-yl)carbamate

sodium hydride

→

O-tert-butyl N-(4-fluorobenzyl)-N-(1-acetylpiperidin-4-yl)carbamate

溶剂

water

N,N-dimethylformamide

反应条件

后处理

1. 1
   workup.STIRRINGAfter additional stirring for 4 hours
2. 2
   其他An organic phase was separated
3. 3
   洗涤washed with water and brine
4. 4
   干燥After drying with magnesium sulfate
5. 5
   其他the solvents were removed under reduced pressure
6. 6
   其他A residue was purified by column chromatography (silica gel 100 ml, toluene:ethyl acetate=1:1 to 1:2)
7. 7
   其他After crystallization from diisopropyl ether and n-hexane

实验过程

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.

来源