反应详情

温度

0 °C

To 1-methyl-4-phenylpiperidine (2.663 g, 15.19 mmol, Step B) was added carefully H2SO4 (15.2 ml). The reaction was cooled in an ice bath and a solution of H2SO4 (1.66 ml) and fuming HNO3 (0.67 ml, 15.95 mmol) was added dropwise over 45 min. The mix was stirred at 0° C. for 3 h then at RT for 1.5 h before being poured over about 90 g ice and basified with 24 g solid NaOH. The mix was extracted with CH2Cl2. The organic layer was washed with H2O, dried over Na2SO4, and concentrated in vacuo. The crude was eluted on a silica gel column with a MeOH/CH2Cl2 gradient to yield 1-methyl-4-(4-nitrophenyl)piperidine which was hydrogenated under H2 to furnish the title compound.

1. temperatureThe reaction was cooled in an ice bath
2. extractionThe mix was extracted with CH2Cl2
3. washThe organic layer was washed with H2O
4. dry with materialdried over Na2SO4
5. concentrationconcentrated in vacuo
6. washThe crude was eluted on a silica gel column with a MeOH/CH2Cl2 gradient