반응 #582944

반응 방정식

3-tert-butyl-6,6-diethylfulvene

3,6-di-tert-butylfluorene

hexane

n-butyllithium

→

white solid

수율 70.3%

2-(3-tert-butylcyclopentadienyl)-3-(3,6-di-tert-butylfluorenyl)pentane

수율 70.3%

용매

THF

ether

water

THF

반응 조건

후처리

1. 1
   workup.STIRRINGby stirring at room temperature for one night
2. 2
   workup.ADDITIONwas added
3. 3
   세척The separated organic phase was washed with water
4. 4
   건조a saturated saline solution, then dried over magnesium sulfate
5. 5
   여과filtered
6. 6
   기타From the filtrate, the solvent was removed under reduced pressure
7. 7
   기타to obtain a liquid
8. 8
   기타The liquid was isolated
9. 9
   기타purified by column chromatography (silica gel, developing solvent: hexane)

실험 절차

To a solution of 1.99 g (7.1 mmol) of 3,6-di-tert-butylfluorene in 30 ml of THF, 4.6 ml (7.5 mmol) of a hexane solution of n-butyllithium was dropwise added in a nitrogen atmosphere with ice cooling, followed by stirring at room temperature for one night. To the resulting red solution, a solution of 1.50 g (7.9 mmol) of 3-tert-butyl-6,6-diethylfulvene in 30 ml of THF was dropwise added in a nitrogen atmosphere with ice cooling, followed by stirring at room temperature for one night. After the reaction solution was diluted with 100 ml of ether, 50 ml of water was added. The separated organic phase was washed with water and a saturated saline solution, then dried over magnesium sulfate and filtered. From the filtrate, the solvent was removed under reduced pressure to obtain a liquid. The liquid was isolated and purified by column chromatography (silica gel, developing solvent: hexane) to obtain 2.34 g (4.99 mmol) of a white solid (yield: 70%). The analyzed values are given below.

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