Water → (1R*,2R*,5R*)-8-Benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy}-1-phenyl-8-azabicyclo[3.2.1]octane

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반응 단계

(1R*,2R*,5R*)-8-Benzyl-1-phenyl-8-azabicyclo[3.2.1]octan-2-ol (Description 9; 1.69 g, 3.90 mmol) in THF (25 ml) at 0° C. was treated with sodium hydride (217 mg, 9.02 mmol) and allowed to warm to room temperature. The mixture was recooled to 0° C. then 3,5-bis(trifluoromethyl)benzyl bromide added and the mixture heated to 50° C. overnight. The mixture was poured into water then extracted with ethyl acetate (×2), dried (MgSO4) and concentrated in vacuo to give a yellow oil. This was purified by flash column chromatography [5% ethyl acetate in iso-hexane] to give the title compound as a yellow oil (1.43 g, 61%).

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