反应详情

Di-3-butenylmagnesium was prepared as follows. A three-neck 100 mL round-bottom flask, outfitted with a reflux condenser, septum inlet, and Schlenk-type fritted tube (the end of which was attached to a second three-neck flask equipped with a septum and gas bubbler), was charged with magnesium (0.98 g, 40 mmol) and 30 mL of dry ether. After activation of the magnesium with a small amount of 12 and with vigorous stirring, 4-bromo-1-butene (3.0 mL, 30 mmol) was added via syringe pump over the course of 25 minutes. After an additional 15 minutes of stirring, 1,4-dioxane (3.0 mL, 35 mmol) was added dropwise, resulting in a strong exothermic reaction and formation of a thick white precipitate. After addition of the dioxane was complete, the mixture was stirred for 30 minutes. The apparatus was then tilted allowing the reaction mixture to flow into the Schlenk tube; 5 psi argon pressure was applied forcing the solution through the frit into the second flask to yield a clear, slightly brown solution. The reaction flask and solids were rinsed with an additional 15 mL of ether, and the ether was combined with the original filtrate.

1. customA three-neck 100 mL round-bottom flask, outfitted with a reflux condenser, septum inlet, and Schlenk-type fritted tube
2. custom(the end of which was attached to a second three-neck flask
3. customequipped with a septum and gas bubbler),
4. customresulting in a strong exothermic reaction and formation of a thick white precipitate
5. stirringthe mixture was stirred for 30 minutes
6. customto yield a clear, slightly brown solution
7. washThe reaction flask and solids were rinsed with an additional 15 mL of ether