反应详情

A mixture of 2-bromoethyl 2-methoxyphenyl ether (7.5 g), 4-(2-dimethylaminoethyl)piperidine dihydrochloride (7.44 g), triethylamine (18.1 ml) and DMF (50 ml) was heated on a steam bath for 18 hours. The mixture was poured into ice/water (500 ml) and basified with 2M sodium hydroxide. The product was extracted into dichloromethane to give an oil. The oil was triturated with ether. The ether was decanted off and evaporated to give crude 4-(2-dimethylaminoethyl)-1-[2-(2-methoxyphenoxy)ethyl]piperidine (4.58 g) which was added to glacial acetic acid (17 ml) and 48% hydrobromic acid (57 ml). The mixture was heated on a steam bath for 4 hours and then evaporated to dryness. The residue was dissolved in water, basified with 2M sodium hydroxide solution and extracted with dichloromethane to give an oil. The oil was dissolved in ether and acidified with ethereal hydrogen chloride The precipitate was collected by filtration and recrystallised from propan-2-ol to give 2-{2-[4-(2-dimethylaminoethyl)piperidino]ethoxy}phenol dihydrochloride m.p. 273°-275° C.

1. temperaturewas heated on a steam bath for 18 hours
2. extractionThe product was extracted into dichloromethane
3. customto give an oil
4. customThe oil was triturated with ether
5. customThe ether was decanted off
6. customevaporated
7. customto give crude 4-(2-dimethylaminoethyl)-1-[2-(2-methoxyphenoxy)ethyl]piperidine (4.58 g) which
8. temperatureThe mixture was heated on a steam bath for 4 hours
9. customevaporated to dryness
10. dissolutionThe residue was dissolved in water
11. extractionextracted with dichloromethane
12. customto give an oil
13. filtrationwas collected by filtration
14. customrecrystallised from propan-2-ol