反応 #2439932

反応方程式

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

溶媒

toluene

hexane ethyl acetate

THF

THF

反応条件

後処理

1. 1
   その他according to synthesis example 1
2. 2
   その他a Suzuki reaction
3. 3
   workup.ADDITIONby adding
4. 4
   温度Thereafter, after refluxing for 7 hr
5. 5
   洗浄by washing a toluene phase with water until neutrality
6. 6
   その他is obtained
7. 7
   乾燥After drying with sodium sulfate
8. 8
   ろ過by filtering
9. 9
   workup.DISTILLATIONdistilling the solvent away
10. 10
    その他a crude product is obtained
11. 11
    洗浄After washing with substantially 100 ml of methanol
12. 12
    その他a colorless crystal is obtained
13. 13
    その他to remove original components
14. 14
    その他by recrystallizing

実験手順

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.

出典