Reaktion #517602

Reaktionsgleichung

n-butyllithium

indenyllithium

CF3SO2F

CF3SO2F

2-(9-fluorenyl)ethanol

→

1-(9-fluorenyl)-2-(1-indenyl)ethane

Lösungsmittel

hexane

diethyl ether

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigecondensed into the reaction mixture
2. 2
   Sonstigeto rise to 25° C.
3. 3
   Sonstigewas removed
4. 4
   Temperaturcooled trap
5. 5
   SonstigeTo the solution of flu-CH2—CH2—OSO2CF3 thus obtained
6. 6
   workup.STIRRINGAfter stirring for 12 h
7. 7
   Sonstigesolvents were removed under vacuum
8. 8
   Sonstigethe residue recrystallized in air

Vorschrift

To a solution of 21.0 g 2-(9-fluorenyl)ethanol, in 495 mL toluene was added dropwise with stirring 40 mL of a 2.5M solution of n-butyllithium in hexane. The resulting solution of Li{flu-CH2—CH2—O} was cooled to below −25° C. Then, 16.7 g CF3SO2F was condensed into the reaction mixture. Tile temperature was allowed to rise to 25° C. and the reaction mixture was stirred for 6 h. Unreacted CF3SO2F was removed by pumping about 10 mL of liquid into a dry ice-cooled trap. To the solution of flu-CH2—CH2—OSO2CF3 thus obtained was added a solution of 0.1 mole indenyllithium in 100 mL diethyl ether. After stirring for 12 h, solvents were removed under vacuum and the residue recrystallized in air from boiling heptane. The yield of white microcrystalline solid, mp 79-80° C., was 8.9 g (29%). Spectroscopic and chemical analysis confirmed the identity of the desired compound.

Quelle