تفاعل #155678

معادلة التفاعل

sodium carbonate

phenanthrene-2-boronic acid

4-bromoiodobenzene

→

10-(3-bromophenyl)benzo[c]phenanthrene

المردود 158.1%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder reflux
2. 2
   استخلاصthe reaction solution was extracted with toluene
3. 3
   أخرىThe water layer was removed
4. 4
   غسيلthe organic layer was sequentially washed with water
5. 5
   تجفيفa saturated salt solution, and was then dried with magnesium sulfate
6. 6
   أخرىAfter magnesium sulfate had been separated by filtration
7. 7
   تركيزthe organic layer was concentrated
8. 8
   أخرىThe residue was purified by silica gel column chromatography

الإجراء التجريبي

Under an argon atmosphere, 22.2 g of phenanthrene-2-boronic acid, 28.3 g of 4-bromoiodobenzene, 2.31 g of tetrakis(triphenyl phosphine) palladium(0), 400 mL of toluene, and 200 mL of a 2-M aqueous solution of sodium carbonate were loaded, and then the mixture was stirred for 8 hours under reflux. After having been cooled to room temperature, the reaction solution was extracted with toluene. The water layer was removed, and the organic layer was sequentially washed with water and a saturated salt solution, and was then dried with magnesium sulfate. After magnesium sulfate had been separated by filtration, the organic layer was concentrated. The residue was purified by silica gel column chromatography. Thus, 30.3 g of 10-(3-bromophenyl)benzo[c]phenanthrene were obtained (91%).

المصدر