反应详情

2-methylpyridine methanol (3.39 g, 27.56 mmol) was stirred with imidazole (6.12 g, 90 mmol), and tert-butyldimethylchlorosilane (6.78 g, 45 mmol) in DMF 960 ml) at room temperature for overnight. The mixture was diluted with ether, washed with aqueous saturated sodium bicarbonate, dried with anhydrous magnesium sulfate, filtered, and evaporated in vacuo. The residue was purified by silica gel column chromatography (eluent, ether:hexane (1:2)) to afford 5.9 g (90%) of 4-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-pyridine as a colorless oil. 1H NMR (200 MHz, CDCl3) δ0.11 (6H, s), 0.94 (9H, s), (3H, s), 2.52 (3H, s), 4.67 (2H, s), 6.97 (1H, d, J=6.7 Hz), 7.08 (1H, s), 8.10 (1H, d, J=6.7 Hz).

1. washwashed with aqueous saturated sodium bicarbonate
2. dry with materialdried with anhydrous magnesium sulfate
3. filtrationfiltered
4. customevaporated in vacuo
5. customThe residue was purified by silica gel column chromatography (eluent, ether:hexane (1:2))