反应详情

温度

0 °C

2-Benzothiophenylmagnesium bromide was prepared by adding butyllithium (5.1 ml. 15.8 mM) to benzothiophene (1.7 g, 12.7 mM) in a 3-necked, 100 ml flask with septum, stir bar, thermometer, and nitrogen inlet, in the presence of ether (15 ml), allowing reaction to reflux about 15 minutes, and then cooling to 0° C. in ice. Magnesium bromide etherate (12.7 mM) was added all at once and was allowed to warm to 20° C. over about 15 minutes. Then NiCl2 (dppp) (30 mg) was added and, following the procedure described in Example 2, III (12.7 mM) was added and stirred overnight to produce the crude silylate product, the reaction being complete by G C analysis after that time. 1M ethanolic hydrochloride (0.9 equivalent), was added to the etheral solution to yield 1.7 g (72%) of hydrochloride salt as a pale yellow solid, Mp 235° C. (dec) (EtoH).

1. customreaction
2. temperatureto reflux about 15 minutes
3. temperatureto warm to 20° C. over about 15 minutes
4. additionwas added
5. stirringstirred overnight
6. customto produce the crude silylate product