反应 #78071

反应方程式

N-acetylpiperidine-4-carboxylic acid

1-hydroxybenzotriazole

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

4-fluoroaniline

→

diisopropyl ether

1-acetyl-4-(4-fluorophenyl)-carbamoylpiperidine

溶剂

dichloromethane

dichloromethane

反应条件

后处理

1. 1
   洗涤washed with water, saturated aqueous sodium hydrogen carbonate, water, and brine
2. 2
   干燥After drying with magnesium sulfate
3. 3
   其他the solvents were removed under reduced pressure
4. 4
   其他A residue was purified by column chromatography (silica gel 40 ml, dichloromethane:methanol=15:1)

实验过程

A mixture of N-acetylpiperidine-4-carboxylic acid (514 mg), 1-hydroxybenzotriazole (405 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (575 mg) and 4-fluoroaniline (284.2 ml) in dichloromethane (5 ml) was stirred for 18 hours at ambient temperature. The mixture was diluted with dichloromethane and washed with water, saturated aqueous sodium hydrogen carbonate, water, and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. A residue was purified by column chromatography (silica gel 40 ml, dichloromethane:methanol=15:1). After trituration with diisopropyl ether, 1-acetyl-4-(4-fluorophenyl)-carbamoylpiperidine (532 mg) was obtained.

来源