Реакция #2439932

Уравнение реакции

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

Растворители

toluene

hexane ethyl acetate

THF

THF

Условия реакции

Обработка

1. 1
   Другоеaccording to synthesis example 1
2. 2
   Другоеa Suzuki reaction
3. 3
   workup.ADDITIONby adding
4. 4
   ТемператураThereafter, after refluxing for 7 hr
5. 5
   Промывкаby washing a toluene phase with water until neutrality
6. 6
   Другоеis obtained
7. 7
   СушкаAfter drying with sodium sulfate
8. 8
   Фильтрацияby filtering
9. 9
   workup.DISTILLATIONdistilling the solvent away
10. 10
    Другоеa crude product is obtained
11. 11
    ПромывкаAfter washing with substantially 100 ml of methanol
12. 12
    Другоеa colorless crystal is obtained
13. 13
    Другоеto remove original components
14. 14
    Другоеby recrystallizing

Методика

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.

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