反应详情

温度

70 °C

(R)-cyclohexyl(phenyl)1H-1,2,4-triazol-3-ylmethanol (Preparation 2, 3.0 g, 11.7 mmol) was dissolved in acetone (60 mL) and tert-butyl 4-(bromomethyl)piperidine-1-carboxylate (3.24 g, 11.7 mmol) added, followed by cesium carbonate (7.60 g, 23.3 mmol). After stirring at 70° C. for 5 hours, the reaction was allowed to cool to room temperature and stirred for a further 16 hours. The solvent was removed in vacuo, and the residue partitioned between ethyl acetate (50 mL) and water (50 mL). The organic layer was separated, dried over magnesium sulphate, filtered and the solvent removed in vacuo. 100 mg of this residue was dissolved in acetonitrile (0.5 ml) and left to evaporate, almost to dryness, at which point the resulting oil began to crystallise. The remainder of the residue was dissolved in acetonitrile (55 ml) and seeded with the crystalline material obtained above. Crystallisation was allowed to occur over 18 hours and the resulting solid collected by filtration to furnish the title compound as a white solid, in 64% yield, 3.4 g.

1. temperatureto cool to room temperature
2. stirringstirred for a further 16 hours
3. customThe solvent was removed in vacuo
4. customthe residue partitioned between ethyl acetate (50 mL) and water (50 mL)
5. customThe organic layer was separated
6. dry with materialdried over magnesium sulphate
7. filtrationfiltered
8. customthe solvent removed in vacuo
9. dissolution100 mg of this residue was dissolved in acetonitrile (0.5 ml)
10. waitleft
11. customto evaporate, almost to dryness, at which point the resulting oil
12. customto crystallise
13. dissolutionThe remainder of the residue was dissolved in acetonitrile (55 ml)
14. customobtained above
15. customCrystallisation
16. waitto occur over 18 hours
17. filtrationthe resulting solid collected by filtration