反应详情

Methyl 2-(4-(trifluoromethyl)benzyl)isonicotinate (11.5 g, 38.95 mmol) was dissolved in acetic acid (200 mL) and methanol (100 mL). Platinum(IV) oxide (0.177 g, 0.78 mmol) was added and the mixture hydrogenated in a Büchi hydrogenator at room temperature and 7 bar for 6 h. The catalyst was filtered off. Fresh platinum(IV) oxide (0.18 g, 0.78 mmol) was added and hydrogenation continued at 9 bar for 7 h. The catalyst was filtered off, the solvent was evaporated and the residue partitioned between ethyl acetate and Na2CO3 (aq). The organic layer was dried over MgSO4, filtered through celite and the solvent evaporated. Methyl 2-(4-(trifluoromethyl)benzyl)piperidine-4-carboxylate (9.5 g, 81%) was isolated.

1. customhydrogenated in a Büchi hydrogenator at room temperature
2. filtrationThe catalyst was filtered off
3. waithydrogenation continued at 9 bar for 7 h
4. filtrationThe catalyst was filtered off
5. customthe solvent was evaporated
6. customthe residue partitioned between ethyl acetate and Na2CO3 (aq)
7. dry with materialThe organic layer was dried over MgSO4
8. filtrationfiltered through celite
9. customthe solvent evaporated