반응 #2122489

반응 방정식

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

sodium cyanide

sodium bicarbonate

water

→

1-methoxy-piperidine-4-carbonitrile

수율 86.6%

용매

dimethylsulfoxide

반응 조건

후처리

1. 1
   온도Then the mixture was cooled to room temperature
2. 2
   추출extracted three times with diethyl ether
3. 3
   건조The organic layer was dried over anhydrous sodium sulfate
4. 4
   기타the solvent evaporated
5. 5
   기타The residue was purified by chromatography on silica gel with ethyl acetate/cyclohexane (1:1

실험 절차

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.

출처