2-Bromoanthraquinone → 2-Bromo-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol

HRID 1184047

Reaktionsgleichung

Reaktionsgleichung von HRID 1184047
[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12](=[O:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=[O:17])[C:4]=2[CH:3]=1.[C:18]1([Li])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>O1CCCC1>[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)([OH:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]([C:2]3[CH:15]=[CH:14][CH:13]=[CH:4][CH:3]=3)([OH:17])[C:4]=2[CH:3]=1

Komponenten

4

Edukt 2

HCID 2210132-BromoanthraquinoneHCID 178506676HCID 178506676, Verbindung

Produkt 1

HCID 231602182-Bromo-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4.9 g (17 mmol) of 2-bromo-9,10-anthraquinone was put into a 300 mL three-neck flask. The atmosphere in the flask was substituted with nitrogen. 100 mL of tetrahydrofuran (THF) was added and dissolved well. After that, 18 mL (37 mmol) of phenyl lithium was dripped into the solution, and the mixture was stirred at room temperature for about 12 hours. After the reaction, the solution was washed with water. Then, the aqueous layer was extracted with ethyl acetate. The extracted solution and an organic layer were mixed to be dried with magnesium sulfate. After the drying, this mixture was suction-filtrated and the filtrate was concentrated, so that 2-bromo-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol (about 7.6 g), which was an object, was obtained.

Aufarbeitung

  1. dissolutiondissolved well
  2. customAfter the reaction
  3. washthe solution was washed with water
  4. extractionThen, the aqueous layer was extracted with ethyl acetate
  5. additionThe extracted solution and an organic layer were mixed
  6. dry with materialto be dried with magnesium sulfate
  7. filtrationAfter the drying, this mixture was suction-filtrated
  8. concentrationthe filtrate was concentrated, so that 2-bromo-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol (about 7.6 g), which
  9. customwas obtained

Quellen und Nachweise

ORD-Eintrag
ord-ec92f668748148c5a9015fd1c2a9dca0
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08664849B2

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