反应详情

A solution of 4-(toluene-4-sulfonyloxy)-piperidine-1-carboxylic acid tert-butyl ester (8.1 g, 22.8 mmol), (S)-(+)-2-methylpyrrolidine (2.33 g, 27.36 mmol), K2CO3 (6.93 g, 50.16 mmol) in acetonitrile (76 mL) was heated to 80° C. for 20 h and then added additional (S)-(+)-2-methylpyrrolidine (834 mg, 9.79 mmol), and continued heating for 20 h. The heating was removed and the solution was concentrated to provide a residue which was taken up with H2O (100 mL) and extracted with CH2Cl2 (2×100 mL). The organic layer was dried over K2CO3, filtered and concentrated to provide a crude oil which was purified by flash column chromatography (0 to 5% MeOH/CH2Cl2) to provide 2.43 g (40% yield) of the title compound as a solid.

1. temperaturecontinued heating for 20 h
2. customThe heating was removed
3. concentrationthe solution was concentrated
4. customto provide a residue which
5. extractionextracted with CH2Cl2 (2×100 mL)
6. dry with materialThe organic layer was dried over K2CO3
7. filtrationfiltered
8. concentrationconcentrated
9. customto provide a crude oil which
10. customwas purified by flash column chromatography (0 to 5% MeOH/CH2Cl2)