반응 #746137

반응 방정식

9-phenylanthracene

bromine

sodium thiosulfate

→

9-bromo-10-phenylanthracene

수율 89.0%

용매

carbon tetrachloride

carbon tetrachloride

반응 조건

후처리

1. 1
   workup.ADDITIONwas dropped by a dropping funnel
2. 2
   기타After reaction
3. 3
   workup.STIRRINGstirred
4. 4
   세척An organic layer was washed with a sodium hydroxide aqueous solution and saturated saline
5. 5
   건조dried with magnesium sulfate
6. 6
   여과After the mixture was subjected to natural filtration
7. 7
   농축the filtrate was concentrated
8. 8
   workup.DISSOLUTIONdissolved in toluene
9. 9
   여과filtration
10. 10
    농축When the filtrate was concentrated
11. 11
    기타recrystallized with a mixed solution of dichloromethane and hexane, 7.0 g of 9-bromo-10-phenylanthracene that
12. 12
    기타was obtained as a light yellow solid at a yield of 89% (Synthesis scheme (b-2))

실험 절차

6.0 g (23.7 mmol) of 9-phenylanthracene was dissolved in 80 mL of carbon tetrachloride, and then, in the reaction solution thereof, a solution in which 3.80 g (21.1 mmol) of bromine was dissolved in 10 mL of carbon tetrachloride was dropped by a dropping funnel. After dropping, it was stirred for one hour at room temperature. After reaction, a sodium thiosulfate aqueous solution was added thereto and stirred. An organic layer was washed with a sodium hydroxide aqueous solution and saturated saline, and then dried with magnesium sulfate. After the mixture was subjected to natural filtration, the filtrate was concentrated and dissolved in toluene, and then filtration was carried out using florisil, celite, and alumina. When the filtrate was concentrated and then recrystallized with a mixed solution of dichloromethane and hexane, 7.0 g of 9-bromo-10-phenylanthracene that was a target substance was obtained as a light yellow solid at a yield of 89% (Synthesis scheme (b-2)).

출처