반응 #42258

반응 방정식

3-tert-butyl-1-methyl-6,6-diphenyl fulvene

n-butyl lithium hexane

water

3,6-di-tert-butyl-fluorene

→

aimed compound

(3-tert-butyl-5-methyl-cyclopentadienyl)(3,6-di-tert-butyl-fluorenyl)diphenylmethane

용매

diethyl ether

diethyl ether

diethyl ether

반응 조건

후처리

1. 1
   기타In a 200 ml three-necked flask equipped with a magnetic stirrer chip and three-way cock
2. 2
   workup.ADDITIONwas added
3. 3
   workup.STIRRINGstirred
4. 4
   온도with refluxing for 13 days
5. 5
   기타to separate an organic phase
6. 6
   세척The organic phase was washed with distilled water and saturated brine
7. 7
   건조The organic phase was dried with anhydrous magnesium sulfate
8. 8
   여과the drying agent was filtered off
9. 9
   workup.DISTILLATIONthe solvent was distilled off from the filtrate under reduced pressure
10. 10
    기타to give red solid
11. 11
    기타The red solid was re-crystallized
12. 12
    기타dried under reduced pressure

실험 절차

In a 200 ml three-necked flask equipped with a magnetic stirrer chip and three-way cock thoroughly purged with nitrogen, 3.01 g of 3,6-di-tert-butyl-fluorene (10.8 mmol) was dissolved in 80 ml of dehydrated diethyl ether in a nitrogen atmosphere. To the solution, 7.6 ml of a n-butyl lithium/hexane solution (1.56M: 11.9 mmol) was gradually added dropwise in an ice bath and stirred at room temperature over night. To the reaction solution, 50 ml of a solution prepared by dissolving 4.86 g of 3-tert-butyl-1-methyl-6,6-diphenyl fulvene (16.2 mmol) in 50 ml of dehydrated diethyl ether was added and stirred with refluxing for 13 days. To the reaction mixture, 30 ml of distilled water was gradually added dropwise in an ice bath, and thereafter diethyl ether was added to separate an organic phase. The organic phase was washed with distilled water and saturated brine. The organic phase was dried with anhydrous magnesium sulfate, thereafter the drying agent was filtered off and the solvent was distilled off from the filtrate under reduced pressure to give red solid. The red solid was re-crystallized using ethanol and dried under reduced pressure, and thereby the aimed compound was obtained in an amount of 4.42 g (7.63 mmol) as a pale yellow solid (yield: 71%).

출처