Quinone → 1,4-Anthraquinone

HRID 2296592

Reaktionsgleichung

Reaktionsgleichung von HRID 2296592
[C:1]1(=[O:8])[CH:6]=[CH:5][C:4](=[O:7])[CH:3]=[CH:2]1.Br[CH:10](Br)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH:17](Br)Br.[I-].[Na+]>CN(C)C=O>[C:1]1(=[O:8])[C:6]2[C:5](=[CH:10][C:11]3[C:12]([CH:17]=2)=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:4](=[O:7])[CH:3]=[CH:2]1

Komponenten

5

Edukt 3

HCID 4650QuinoneHCID 5238Sodium IodideHCID 832341,2-Bis(dibromomethyl)benzene

Produkt 1

HCID 694571,4-AnthraquinoneAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

In an atmosphere of argon, 60 g (550 mmole) of 1,4-benzoquinone, 100 g (240 mmole) of 1,2-bis(dibromomethyl)benzene and 235 g (1.6 mole) of sodium iodide were dissolved into 850 ml of dry dimethylformamide. After the exothermic reaction was completed, the reaction solution was heated to 70° C. and stirred for 8 hours. After the reaction was completed, the formed crystals were separated by filtration and washed with methanol and water and 23 g (the yield: 47%) of light yellow needle crystals of 1,4-anthraquinone were obtained.

Aufarbeitung

  1. customAfter the exothermic reaction
  2. customthe formed crystals were separated by filtration
  3. washwashed with methanol and water and 23 g (the yield: 47%) of light yellow needle crystals of 1,4-anthraquinone
  4. customwere obtained

Quellen und Nachweise

ORD-Eintrag
ord-8be9bee1de68472bb3c4776a0bed788a
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06489046B1

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