反应详情

温度

-70 °C

To a chilled (-70° C.), stirred solution of 3-[2-(5-bromo-2-thienyl)ethenyl]-benzo[b]thiophene (5.00 g) and ether (250 ml) was added n-butyllithium (6.8 ml of a 2.5M solution in hexanes), under nitrogen, over 2 mins. The mixture was stirred and chilled for 1.5 hrs. Methyl iodide (8.83 g) was added, and the mixture was allowed to warm to ambient temperature, with stirring, overnight. Water (200 ml) was added. The mixture was agitated, and the organic phase was separated. The organic phase was washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by high performance liquid chromatography (silica gel, eluted with 10% dichloromethane in hexane). The appropriate fractions were combined and evaporated to yield 3.53 g (88%) of product, mp 62°-64° C.

1. temperaturechilled for 1.5 hrs
2. temperatureto warm to ambient temperature
3. stirringwith stirring, overnight
4. stirringThe mixture was agitated
5. customthe organic phase was separated
6. washThe organic phase was washed with water
7. dry with materialdried over anhydrous sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated
10. customThe residue was purified by high performance liquid chromatography (silica gel, eluted with 10% dichloromethane in hexane)
11. customevaporated