9-Phenylanthracene → 9-Bromo-10-phenyl-anthracene

HRID 537592

反応式

HRID 537592 の反応式
[C:1]1([C:7]2[C:8]3[C:13]([CH:14]=[C:15]4[C:20]=2[CH:19]=[CH:18][CH:17]=[CH:16]4)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:21]Br.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)(Cl)(Cl)Cl>[Br:21][C:14]1[C:15]2[C:20]([C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[C:8]3[C:13]=1[CH:12]=[CH:11][CH:10]=[CH:9]3)=[CH:19][CH:18]=[CH:17][CH:16]=2

参加物

5

反応物 3

HCID 117669-PhenylanthraceneHCID 24408BromineHCID 24477Sodium Thiosulfate

生成物 1

HCID 41558369-Bromo-10-phenyl-anthracene収率 89%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒2 回

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)).

後処理

  1. additionwas dropped by a dropping funnel
  2. customAfter reaction
  3. stirringstirred
  4. washAn organic layer was washed with a sodium hydroxide aqueous solution and saturated saline
  5. dry with materialdried with magnesium sulfate
  6. filtrationAfter the mixture was subjected to natural filtration
  7. concentrationthe filtrate was concentrated
  8. dissolutiondissolved in toluene
  9. filtrationfiltration
  10. concentrationWhen the filtrate was concentrated
  11. customrecrystallized with a mixed solution of dichloromethane and hexane, 7.0 g of 9-bromo-10-phenylanthracene that
  12. customwas obtained as a light yellow solid at a yield of 89% (Synthesis scheme (b-2))

出典と根拠

ORDレコード
ord-7b6fe09197b24aeeb27eeba13a29b3e4
出典データセット
uspto-grants-2014_10
特許番号
US08860019B2

関連ノート

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