反应详情

To a solution of 4-(4-nitrophenyl)piperidine (412 mg, 2 mmol) in CH2Cl2 (100 mL) was added di-tert-butyl carbonate (480 mg, 2.2 mmol) and N,N-dimethylpyridin-4-amine (50 mg, 0.4 mmol). The mixture was stirred for 20 h at room temperature. The mixture was added saturated NaHCO3 (100 mL). The organic layer was separated and aqueous was extracted with CH2Cl2 (50 mL×2). The combined organic solution was dried and concentrated in vacuo. The residue was dissolved in MeOH and bubbled with Ar for 2 min. before adding 10% Pd—C. The hydrogenation was finished in 4 h. The catalyst was removed by filtration and solvent was removed in vacuo to afford title compound (460 mg, 83%) as white solid.

1. customThe organic layer was separated
2. extractionaqueous was extracted with CH2Cl2 (50 mL×2)
3. customThe combined organic solution was dried
4. concentrationconcentrated in vacuo
5. dissolutionThe residue was dissolved in MeOH
6. custombubbled with Ar for 2 min.
7. additionbefore adding 10% Pd—C
8. waitThe hydrogenation was finished in 4 h
9. customThe catalyst was removed by filtration and solvent
10. customwas removed in vacuo