Reaktion #11837

Reaktionsgleichung

water

n-hexylbromide

fluorene

n-butyllithium

→

compound 2

Ausbeute 76.0%

9-hexylfluorene

Ausbeute 76.0%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to −78° C. again
2. 2
   Temperaturto warm up to room temperature
3. 3
   workup.STIRRINGstirred for 5 h
4. 4
   Extraktionextracted with ether
5. 5
   WaschenThe organic extracts were washed with brine
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Sonstigepurified by silica gel column with hexane

Vorschrift

To a solution of fluorene (33.2 g, 0.20 mol) in 300 mL THF at −78° C., n-butyllithium (2.5 M, 80 mL) was added dropwisely. The mixture was stirred at −50° C. for 45 minutes, and then cooled to −78° C. again and n-hexylbromide (33.0 g, 0.20 mol) in THF (25 mL) was added dropwise to the mixture. The solution was allowed to warm up to room temperature and stirred for 5 h. The mixture was then poured into water and extracted with ether. The organic extracts were washed with brine and dried over magnesium sulfate, and purified by silica gel column with hexane to give pure compound 2 (38 g, yield 76%).

Quelle