Sodium Carbonate → 3-(2-Chloro-4-methoxy-phenyl)-1,1,1-trifluoro-2-(2-methyl-pyridin-4-yl)-butan-2-ol

Participants

Reaction Steps

Trifluoromethyltrimethylsilane (2M in THF, 25.80 mL) was added at 0° C. to a solution of 2-(2-chloro-4-methoxy-phenyl)-1-(2-methyl-pyridin-4-yl)-propan-1-one (5.98 g) in THF (100 mL) followed by the addition of tetrabutylammonium fluoride trihydrate (1.32 g). Stirring was continued for 2 hours at r.t. The reaction mixture was cooled, poured into ice and basified with sat. Na2CO3. The aqueous phase was then extracted with ethyl acetate and the organic layer was washed with brine, dried over Na2SO4 and evaporated. The residue was purified by flash chromatography (silica gel, gradient of heptane in ethyl acetate) to give the title compound as a light yellow foam (5.96 g, 80%). MS (m/e)=360.1 [MH+].

Provenance & Evidence