反应详情

温度

100 °C

To a white suspension of (R)-3-(4-bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one (example 142, step 2, 200 mg) and potassium hydroxide (62.6 mg) in 1,4-dioxane (1 mL) and water (0.6 mL) under argon were added 2-di-tert-butylphosphino-2′,4′,6′-triisopropyl-biphenyl (17.2 mg) and tris(dibenzylideneacetone)dipalladium(0) (9.3 mg). The reaction mixture was heated to 100° C. and stirred for 3 hours. A saturated aq. solution of ammonium chloride and ethyl acetate were added, the phases were separated and the inorganic one was extracted with ethyl acetate (2×). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by flash chromatography on silica gel (30% to 100% ethyl acetate in heptane) to yield the title compound as a light yellow semisolid (77%), MS (ESI+): m/z=332.1 ([M+H]+).

1. customthe phases were separated
2. extractionthe inorganic one was extracted with ethyl acetate (2×)
3. washThe combined organic layers were washed with brine
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe crude product was purified by flash chromatography on silica gel (30% to 100% ethyl acetate in heptane)