反应详情

温度

70 °C

Tert-butyl 4-(bromomethyl)piperidine-1-carboxylate (6.75 g, 24.2 mmol) was dissolved in DMF (62 ml) and (R)-cyclohexyl(phenyl)1H-1,2,4-triazol-3-ylmethanol (Preparation 2, 5.2 g, 20 mmol) added, followed by potassium carbonate (5.58 g, 40.4 mmol). After stirring at 70° C. for 18 hours the solvent was removed in vacuo, and the residue partitioned between ethyl acetate (150 ml) and water (150 mL). The organic layer was separated, dried over magnesium sulphate, filtered and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with ethyl acetate:heptane, (1:4 to 1:1, by volume) to furnish the title compound as a white foam, in 51% yield, 4.7 g (contains 10% of the other riazole regio-isomer).

1. customwas removed in vacuo
2. customthe residue partitioned between ethyl acetate (150 ml) and water (150 mL)
3. customThe organic layer was separated
4. dry with materialdried over magnesium sulphate
5. filtrationfiltered
6. customthe solvent removed in vacuo
7. customThe residue was purified by column chromatography on silica gel eluting with ethyl acetate