反応 #2122489

反応方程式

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

sodium cyanide

sodium bicarbonate

water

→

1-methoxy-piperidine-4-carbonitrile

収率 86.6%

溶媒

dimethylsulfoxide

反応条件

後処理

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

実験手順

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.

出典