تفاعل #2122489

معادلة التفاعل

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

sodium cyanide

sodium bicarbonate

water

→

1-methoxy-piperidine-4-carbonitrile

المردود 86.6%

المذيبات

dimethylsulfoxide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThen the mixture was cooled to room temperature
2. 2
   استخلاصextracted three times with diethyl ether
3. 3
   تجفيفThe organic layer was dried over anhydrous sodium sulfate
4. 4
   أخرىthe solvent evaporated
5. 5
   أخرىThe residue was purified by chromatography on silica gel with ethyl acetate/cyclohexane (1:1

الإجراء التجريبي

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.

المصدر