反应 #2122489

反应方程式

Methanesulfonic acid 1-methoxy-piperidin-4-yl ester

sodium cyanide

sodium bicarbonate

water

→

1-methoxy-piperidine-4-carbonitrile

收率 86.6%

溶剂

dimethylsulfoxide

反应条件

后处理

1. 1
   温度Then the mixture was cooled to room temperature
2. 2
   萃取extracted three times with diethyl ether
3. 3
   干燥The organic layer was dried over anhydrous sodium sulfate
4. 4
   其他the solvent evaporated
5. 5
   其他The residue was purified by chromatography on silica gel with ethyl acetate/cyclohexane (1:1

实验过程

200 mg Methanesulfonic acid 1-methoxy-piperidin-4-yl ester (from Step 2), 251 mg tetrabutylammonium cyanide and 272 mg sodium cyanide were mixed in 1 ml dimethylsulfoxide, and heated to 55° C. for 18 hours. Then the mixture was cooled to room temperature, 1 ml saturated aqueous sodium bicarbonate and 3 ml water were added, and extracted three times with diethyl ether. The organic layer was dried over anhydrous sodium sulfate and the solvent evaporated. The residue was purified by chromatography on silica gel with ethyl acetate/cyclohexane (1:1, then 2:1, then pure ethyl acetate) as a solvent. 116 mg 1-methoxy-piperidine-4-carbonitrile was obtained.

来源