反应详情

4-(Phenylethynyl)piperidine (0.5 mmol, 92 mg) was dissolved in acetonitrile (anhydrous 4 Å, 4 mL) together with bromoethylphtalimide (0.5 mmol, 128 mg) and K2CO3 (2 mmol, 276 mg). The reaction mixture was heated to reflux for 3 hours, diluted with ethyl acetate (50 mL) and washed with HCl/aq (1M, 50 mL). The organic phase was dried over Na2SO4, filtered and evaporated to dryness. The protection group was removed by stirring the compound in methylamine (33% in ethanol, 5 mL) for another 3 hours. The mixture was evaporated, diluted with ethyl acetate (50 mL) and washed with NaOH (1M, 50 mL). The organic phase was dried over Na2SO4, filtered and evaporated to dryness. The crude product was used without further purification.

1. temperatureThe reaction mixture was heated
2. temperatureto reflux for 3 hours
3. washwashed with HCl/aq (1M, 50 mL)
4. dry with materialThe organic phase was dried over Na2SO4
5. filtrationfiltered
6. customevaporated to dryness
7. customThe protection group was removed
8. customThe mixture was evaporated
9. additiondiluted with ethyl acetate (50 mL)
10. washwashed with NaOH (1M, 50 mL)
11. dry with materialThe organic phase was dried over Na2SO4
12. filtrationfiltered
13. customevaporated to dryness
14. customThe crude product was used without further purification