反应详情

温度

40 °C

To a solution of anhydrous CCl4 (80 ml) containing compound 62 (4.45 g, 15.4 mmol) was added (1.1 eq, 1.04 ml) Br2. After the addition, the resulting solution was stirred for 18 hours at 40° C. The reaction mixture was cooled and concentrated in vacuo. Ethyl acetate was added and the organic layer was washed with a saturated NaHCO3 solution, dried (Na2SO4), filtered and concentrated in vauo. Purification by flash chromatography (diethyl ether) afforded 3-(4-bromo-5-trimethylsilanyl-isoxazol-3-yl)-pyridine (63) as an oil (4.5 g, ˜100%). 1H-NMR (400 MHz, CDCl3): δ 9.08 (d, J=2 Hz, 1H), 8.73 (dd, J=5 Hz, 2 Hz, 1H), 8.14 (dt, J=8 Hz, 2 Hz, 1H), 7.46-7.41 (m, 1H), 0.40 (s, 9H).

1. additionAfter the addition
2. temperatureThe reaction mixture was cooled
3. concentrationconcentrated in vacuo
4. additionEthyl acetate was added
5. washthe organic layer was washed with a saturated NaHCO3 solution
6. dry with materialdried (Na2SO4)
7. filtrationfiltered
8. concentrationconcentrated in vauo
9. customPurification by flash chromatography (diethyl ether)