Sodium Iodide → 8,15-Benzo[a]pentacenequinone

HRID 2296593

Reaktionsgleichung

Reaktionsgleichung von HRID 2296593
[C:1]1(=[O:16])[C:14]2[C:5](=[CH:6][C:7]3[C:12]([CH:13]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:4](=[O:15])[CH:3]=[CH:2]1.Br[CH2:18][C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][C:20]=1[CH:29](Br)Br.[I-].[Na+]>CN(C)C=O>[CH:27]1[C:28]2=[C:19]3[C:20](=[CH:21][CH:22]=[C:23]2[CH:24]=[CH:25][CH:26]=1)[CH:29]=[C:2]1[C:3]([C:4](=[O:15])[C:5]2[C:14]([C:1]1=[O:16])=[CH:13][C:12]1[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[CH:6]=2)=[CH:18]3

Komponenten

5

Edukt 3

HCID 5238Sodium IodideHCID 694571,4-AnthraquinoneHCID 123671501-(Bromomethyl)-2-(dibromomethyl)naphthalene

Produkt 1

HCID 123671538,15-Benzo[a]pentacenequinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

In an atmosphere of argon, 6.9 g (33 mmole) of 1,4-anthraquinone, 9.8 g (25 mmole) of 1-(bromomethyl)-2-(dibromomethyl)naphthalene and 25 g (660 mmole) of sodium iodide were dissolved into 85 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 light yellow needle crystals of 8,15-benzo[a]pentacenequinone were obtained in the quantitative amount.

Aufarbeitung

  1. customAfter the exothermic reaction
  2. customthe formed crystals were separated by filtration
  3. washwashed with methanol and water and light yellow needle crystals of 8,15-benzo[a]pentacenequinone
  4. customwere obtained in the quantitative amount

Quellen und Nachweise

ORD-Eintrag
ord-1a55eab8c8d84a5eaecd0f49749f25e5
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06489046B1

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