反应详情

15.0 g (0.0773 mol) of 4-trimethylsilyl-phenylboronic acid, 11.96 g (0.0695 mol) of 2-bromo-5-methyl-pyridine, 15.11 g (0.0464 mol) of cesium carbonate, 0.71 g (0.000776 mol) of tris(dibenzylideneacetone) dipalladium (0), 0.43 g (0.00182 mol) of benzyl-di-tert-butyl-phosphane and 100 ml of dioxane were stirred at room temperature for 12 hr. The reaction mixture was filtered and the solvent was removed under 1 mm vacuum. The resulting mixture was purified by distillation in vacuum. Yield of 5-methyl-2-(4-trimethylsilanyl-phenyl)-pyridine was 8.05 g (48%) as a yellow solid with b.p. 111-114° C./0.02 mm and m.p. 66.07° C. 1H NMR (CD2Cl2) 2.15 (s, 3H, Me) 7.45-8.50 (m, 7H, arom-H). Anal. Found: C, 74.34; H, 7.86; N, 5.85. The structure was confirmed by X-ray analysis.

1. filtrationThe reaction mixture was filtered
2. customthe solvent was removed under 1 mm vacuum
3. distillationThe resulting mixture was purified by distillation in vacuum