反応 #2079966

反応方程式

9-phenylanthracene

bromine

sodium thiosulfate

→

9-bromo-10-phenylanthracene

収率 89.0%

溶媒

carbon tetrachloride

carbon tetrachloride

反応条件

後処理

1. 1
   workup.ADDITIONwas dropped by a dropping funnel
2. 2
   その他After reaction
3. 3
   workup.STIRRINGstirred
4. 4
   洗浄An organic layer was washed with a sodium hydroxide aqueous solution and saturated saline
5. 5
   乾燥dried with magnesium sulfate
6. 6
   ろ過After the mixture was subjected to natural filtration
7. 7
   濃縮the filtrate was concentrated
8. 8
   workup.DISSOLUTIONdissolved in toluene
9. 9
   ろ過filtration
10. 10
    濃縮When the filtrate was concentrated
11. 11
    その他recrystallized with a mixed solution of dichloromethane and hexane, 7.0 g of 9-bromo-10-phenylanthracene that
12. 12
    その他was obtained as a light yellow solid at a yield of 89% (Synthesis scheme (b-2))

実験手順

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)).

出典