반응 #2487420

반응 방정식

1,4-dibromonaphthalene

n-butyllithium

chlorotrimethylsilane

EtOH

→

(4-bromonaphth-1-yl)trimethylsilane

용매

THF

THF

water

반응 조건

후처리

1. 1
   workup.ADDITIONare subsequently slowly added at this temperature
2. 2
   workup.ADDITIONis added to the solution
3. 3
   기타obtained in this way
4. 4
   온도the mixture is slowly warmed to room temperature
5. 5
   기타the organic phase is separated off
6. 6
   건조dried over magnesium sulfate
7. 7
   기타evaporated
8. 8
   기타The oil obtained in this way
9. 9
   workup.DISTILLATIONis distilled at 115-135° C.
10. 10
    기타1.7 mbar, giving 80 g (286 mmol) (corresponding to 88% of theory) of the product

실험 절차

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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