2-Chloroacetophenone → (R)-3-((bis(3-fluorophenyl)methoxy)carbonylamino)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride

Participants

Reaction Steps

2-Chloro-1-phenylethanone (20.8 mg, 0.13 mmol) was added to a solution of (R)-bis(3-fluorophenyl)methyl quinuclidin-3-ylcarbamate (50 mg, 0.13 mmol, prepared as in example 1) in ethyl acetate (2 ml). The reaction was stirred at room temperature overnight, then the solvent was evaporated under vacuum. The residue was treated with Et2O (4 ml) and sonicated to obtain a solid, which was collected by suction filtration and purified by flash chromatography (DCM/MeOH=95/5), to obtain (R)-3-((bis(3-fluorophenyl)methoxy)carbonylamino)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride (37.2 mg).

Provenance & Evidence