Reaktion #456623

Reaktionsgleichung

water

n-butyllithium

indene

1,2-dibromoethane

→

product

Ausbeute 51.6%

1.2-bisindenylethane

Ausbeute 51.6%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm again to room temperature
2. 2
   TemperaturIt was cooled to -78° C.
3. 3
   workup.ADDITIONwere added dropwise (within 20 minutes)
4. 4
   workup.ADDITIONAfter the end of the addition
5. 5
   Sonstigewas taken to 50° C.
6. 6
   workup.STIRRINGstirring
7. 7
   workup.WAITwas continued for 12 hours
8. 8
   Temperaturto cool to room temperature
9. 9
   SonstigeThe organic phase was dried
10. 10
    Extraktionthe residue was extracted with pentane
11. 11
    SonstigeEvaporation in vacuum

Vorschrift

50.8 g of indene (437 mmol) were dissolved under an inert atmosphere in 500 ml of tetrahydrofuran in a 2-necked 2 l flask and cooled to -78° C. 175 ml of n-butyllithium (2.5 M in hexane, 437.5 mmol) were added dropwise slowly (1 hour). The mixture was allowed to warm again to room temperature and was stirred for a further 4 hours. It was cooled to -78° C., and 40.42 g of 1,2-dibromoethane (215 mmol) dissolved in 100 ml of tetrahydrofuran were added dropwise (within 20 minutes). After the end of the addition, the temperature was taken to 50° C., stirring was continued for 12 hours, and the mixture was then allowed to cool to room temperature, and 20 ml of water were added. The organic phase was dried and the residue was extracted with pentane. Evaporation in vacuum gave 28.65 g of product (yield=51.6%).

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