Oxygen → 6-(12-Acetoxydodecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone

HRID 1903435Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1903435
[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]1[C:22]([OH:23])=[C:21]([O:24][CH3:25])[C:20]([O:26][CH3:27])=[CH:19][C:18]=1[CH3:28])(=[O:3])[CH3:2].[O:29]=O>CN(C)C=O>[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]1[C:22](=[O:23])[C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[C:19](=[O:29])[C:18]=1[CH3:28])(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 977OxygenHCID 130652366-(12-Acetoxydodecyl)-2,3-dimethoxy-5-methylphenol

Produkt 1

HCID 128814656-(12-Acetoxydodecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution (20 ml) of 6-(12-acetoxydodecyl)-2,3-dimethoxy-5-methylphenol (1.1 g) in dimethylforamide is added bis(salicylidene)ethylenediiminocobalt(II) (40 mg), and the mixture is stirred at room temperature in an oxygen gas stream at atmospheric pressure for 72 hours. The solvent is distilled off and the product is extracted with ether. The ether layer is washed with water and dried over anhydrous sodium sulfate, and solvent is distilled off to give crude crystals. Recrystallization from ether-hexane (1:1) gives orange-yellow needles of 6-(12-acetoxydodecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (0.84 g). m.p. 47° C.

Aufarbeitung

  1. distillationThe solvent is distilled off
  2. extractionthe product is extracted with ether
  3. washThe ether layer is washed with water
  4. dry with materialdried over anhydrous sodium sulfate, and solvent
  5. distillationis distilled off
  6. customto give crude crystals
  7. customRecrystallization from ether-hexane (1:1)

Quellen und Nachweise

ORD-Eintrag
ord-b6be8f472ca448bda9baae3f2245b54f
Quelldatensatz
uspto-grants-1984_03
Patentnummer
US04436753

Notizen zur Reaktion

Wird geladen…