反应详情

A solution of methyl-2-chloro-4-acetamido-5-(2-trimethylsilylethynyl)-benzoate (1.9 g, 5.9 mmol) in THF (15.0 mL) containing tetrabutyl ammonium fluoride (1.9 g, 6.0 mmol) was heated to reflux for 6 h under nitrogen. The reaction mixture was concentrated to dryness and the residue partitioned between ethyl acetate (25 mL) and water (25 mL). The organic layer was washed with water, dried (MgSO4) and concentrated to dryness. The residue was purified by silica gel flash chromatography using 25% ethyl acetate in heptane to afford the title compound as a light brown powder (0.98 g, 86%), m/z 210 (M+H).

1. temperaturewas heated
2. temperatureto reflux for 6 h under nitrogen
3. concentrationThe reaction mixture was concentrated to dryness
4. customthe residue partitioned between ethyl acetate (25 mL) and water (25 mL)
5. washThe organic layer was washed with water
6. dry with materialdried (MgSO4)
7. concentrationconcentrated to dryness
8. customThe residue was purified by silica gel flash chromatography