反应详情

(1R*,2R*,5R*)-8-Benzyl-1-phenyl-8-azabicyclo[3.2.1]octan-2-ol (Description 9; 348 mg, 1.19 mmol) was dissolved in THF then sodium hydride (71 mg, 60% in oil, 1.79 mmol) added and the reaction mixture stirred for 10 minutes. 2-methoxy-5-trifluoromethoxybenzyl bromide was added and the reaction mixture stirred at 50° C. for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate (×3), dried (MgSO4) and concentrated in vacuo to give a yellow oil. This was purified by flash column chromatography [5%-15% ethyl acetate in iso-hexane] to give the title compound. (205 mg, 35%).

1. stirringthe reaction mixture stirred at 50° C. for 2 hours
2. extractionextracted with ethyl acetate (×3)
3. dry with materialdried (MgSO4)
4. concentrationconcentrated in vacuo
5. customto give a yellow oil
6. customThis was purified by flash column chromatography [5%-15% ethyl acetate in iso-hexane]