반응 #2439932

반응 방정식

9,9-dimethylfluorene-2,7-diboronic acid

2,7-diiodo-9,9-dimethyl fluorene

Na2CO3

HCl

9,9-dimethylfluorene-2,7-diboronic acid

2,7-diiodo-9,9-dimethyl fluorene

→

fluorene

용매

toluene

hexane ethyl acetate

THF

THF

반응 조건

후처리

1. 1
   기타according to synthesis example 1
2. 2
   기타a Suzuki reaction
3. 3
   workup.ADDITIONby adding
4. 4
   온도Thereafter, after refluxing for 7 hr
5. 5
   세척by washing a toluene phase with water until neutrality
6. 6
   기타is obtained
7. 7
   건조After drying with sodium sulfate
8. 8
   여과by filtering
9. 9
   workup.DISTILLATIONdistilling the solvent away
10. 10
    기타a crude product is obtained
11. 11
    세척After washing with substantially 100 ml of methanol
12. 12
    기타a colorless crystal is obtained
13. 13
    기타to remove original components
14. 14
    기타by recrystallizing

실험 절차

With 9,9-dimethylfluorene-2,7-diboronic acid and 2,7-diiodo-9,9-dimethyl fluorene, which are synthesized according to synthesis example 1, a Suzuki reaction is carried out. Under a nitrogen atmosphere, tetrakis(triphenylphosphine)palladium(0) (1.0 mmol) is dissolved in THF (50 ml), followed by adding thereto 2,7-diiodo-9,9-dimethyl fluorene (50 mmol), a solution of 2M Na2CO3 (50 ml) and 9,9-dimethylfluorene-2,7-diboronic acid (25 mmol)/THF (100 ml) in this order. Thereafter, after refluxing for 7 hr, a reaction is brought to an end. The solution is cooled to room temperature, followed by substituting with toluene and adding substantially 30 ml of 1N HCl, further followed by washing a toluene phase with water until neutrality is obtained. After drying with sodium sulfate, followed by filtering and distilling the solvent away, and thereby a crude product is obtained. After washing with substantially 100 ml of methanol, a colorless crystal is obtained. Furthermore, by passing through a short column from hexane/ethyl acetate to remove original components, finally followed by recrystallizing, and thereby fluorene trimer (20 mmol) is obtained.

출처