반응 #155710

반응 방정식

2-(2-naphthyl)-10-anthrone

n-butyllithium

2-bromonaphthalene

hydrochloric acid

→

2,10-di(2-naphthyl)anthracene

수율 32.0%

용매

THF

hexane

THF

반응 조건

후처리

1. 1
   기타the resultant reaction solution
2. 2
   workup.STIRRINGwas stirred for 5 hours at 50° C.
3. 3
   온도under heat
4. 4
   온도After the reaction solution had been cooled to room temperature
5. 5
   기타After the water layer had been removed
6. 6
   세척the organic layer was washed with water
7. 7
   건조Then, the organic layer was dried with magnesium sulfate
8. 8
   기타The solvent was removed by distillation under reduced pressure
9. 9
   기타the residue was purified by silica gel column chromatography

실험 절차

Under an argon atmosphere, a solution of 4.81 g of 2-bromonaphthalene in 30 mL of THF was cooled to −78° C. Subsequently, 25 mL of a 1.6-M solution of n-butyllithium in hexane were dropped to the solution, and then the mixture was stirred at −78° C. for 1 hour. A solution of 6.76 g of 2-(2-naphthyl)-10-anthrone in 20 mL of THF was added to the mixture, and then the resultant reaction solution was stirred for 5 hours at 50° C. under heat. After the reaction solution had been cooled to room temperature, 100 mL of 10% hydrochloric acid were added to the solution. After the water layer had been removed, the organic layer was washed with water and a saturated salt solution. Then, the organic layer was dried with magnesium sulfate. The solvent was removed by distillation under reduced pressure, and then the residue was purified by silica gel column chromatography. Thus, 2.90 g of 2,10-di(2-naphthyl)anthracene were obtained (in 32% yield).

출처