反应详情

To each of two 1 L flasks was charged K2CO3 (68 g, 493.7 mmol), a large magnetic stirbar, and MeOH (250 mL). Stirring was begun and once the reaction mixtures were stirring without any problems, ((3-bromophenyl)ethynyl)trimethylsilane (12.5 g, 49.4 mmol, 10.5 mL) was added to each reaction vessel and the reaction mixtures were refluxed overnight. The cooled reaction mixtures were filtered and the filter cake was washed with MeOH. The filtrate was diluted with water and washed with Hexanes (at least 500 mL) three times. The combined organic layers were concentrated to give a yellow oil that was absorbed onto 50 g Celite. Flash chromatography (SiO2, Hexanes) provided 9.1 g, 50%, of the title compound as a colorless to light yellow oil.

1. customonce the reaction mixtures
2. additionwas added to each reaction vessel
3. customthe reaction mixtures
4. temperaturewere refluxed overnight
5. customThe cooled reaction mixtures
6. filtrationwere filtered
7. washthe filter cake was washed with MeOH
8. additionThe filtrate was diluted with water
9. washwashed with Hexanes (at least 500 mL) three times
10. concentrationThe combined organic layers were concentrated
11. customto give a yellow oil that
12. customwas absorbed onto 50 g Celite
13. customFlash chromatography (SiO2, Hexanes) provided 9.1 g, 50%