反应 #2487420

反应方程式

1,4-dibromonaphthalene

n-butyllithium

chlorotrimethylsilane

EtOH

→

(4-bromonaphth-1-yl)trimethylsilane

溶剂

THF

THF

water

反应条件

后处理

1. 1
   workup.ADDITIONare subsequently slowly added at this temperature
2. 2
   workup.ADDITIONis added to the solution
3. 3
   其他obtained in this way
4. 4
   温度the mixture is slowly warmed to room temperature
5. 5
   其他the organic phase is separated off
6. 6
   干燥dried over magnesium sulfate
7. 7
   其他evaporated
8. 8
   其他The oil obtained in this way
9. 9
   workup.DISTILLATIONis distilled at 115-135° C.
10. 10
    其他1.7 mbar, giving 80 g (286 mmol) (corresponding to 88% of theory) of the product

实验过程

A solution of 114.38 g (400 mmol) of 1,4-dibromonaphthalene and 1 l of THF (absolute) is cooled to −78° C. under protective gas, 160 ml (400 mmol) of n-butyllithium (2.5M in n-hexane) are subsequently slowly added at this temperature, and the mixture is stirred at −78° C. for a further 30 h. A mixture of 52.3 ml (400 mmol) of chlorotrimethylsilane in 200 ml of THF (absolute) is added to the solution obtained in this way, and the mixture is slowly warmed to room temperature. After addition of 150 ml of EtOH and subsequently 300 ml of water, the organic phase is separated off, dried over magnesium sulfate and evaporated. The oil obtained in this way is distilled at 115-135° C. and 1.7 mbar, giving 80 g (286 mmol) (corresponding to 88% of theory) of the product having a purity of greater than 99.0% according to HPLC.

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