反应详情

Combine N,N-bis-(2-chloroethyl)benzylamine hydrochloric acid salt (72.0 g, 269 mmol) and pyrid-3-ylacetonitrile (31.8 g, 269 mmol) and hexadecyltributylphosphonium bromide (6 g) in aqueous solution of sodium hydroxide (50% by weight, 400 mL). Heat on a steam bath and stir vigorously. After 1.5 hours, cool the reaction mixture to ambient temperature. Extract the reaction mixture three times with dichloromethane. Combine the organic layers and extract twice with an aqueous 10% hydrochloric acid solution. Combine the aqueous layers and make basic with an aqueous solution of sodium hydroxide (50% by weight). Extract the basified aqueous layer three times with diethyl ether. Dry the combined ether layers over MgSO4 and filter to give a filtrate. Purge the filtrate with hydrogen chloride (gas) to give a solid. Collect the solid by filtration and dry in vacuo at 65° C. to give 1-benzyl-4-(pyrid-3-yl)-4-cyanopiperidine hydrochloric acid salt.

1. temperatureHeat on a steam bath
2. extractionExtract the reaction mixture three times with dichloromethane
3. extractionextract twice with an aqueous 10% hydrochloric acid solution
4. extractionExtract the basified aqueous layer three times with diethyl ether
5. dry with materialDry the combined ether layers over MgSO4
6. filtrationfilter
7. customto give a filtrate
8. customPurge the filtrate with hydrogen chloride (gas)
9. customto give a solid
10. customCollect the solid
11. filtrationby filtration
12. customdry in vacuo at 65° C.