Sulfuric Acid → HCID 12832654, Verbindung

HRID 637892Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 637892
C([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]1[C:21](=[O:22])[C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[C:18](=[O:27])[C:17]=1[CH3:28])(=O)C.S(=O)(=O)(O)O.C(=O)([O-])O.[K+]>CO>[OH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]1[C:21](=[O:22])[C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[C:18](=[O:27])[C:17]=1[CH3:28]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 516893Potassium BicarbonateHCID 128326536-(11-Acetoxyundecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone

Produkt 1

HCID 12832654HCID 12832654, VerbindungAusbeute 95,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 6-(11-acetoxyundecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (4.2 g) in methanol (200 ml) is added concentrated sulfuric acid (0.1 ml) and the mixture is kept standing at room temperature for 12 hours. To a reaction mixture is added potassium hydrogencarbonate (0.2 g) and the solvent is distilled off. The resultant is dissolved in dichloromethane and insolubles are filtered off. Dichloromethane is distilled off to leave crude crystals. Recrystallization from hexane-ether (3:1) gives 6-(11-hydroxyundecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (3.6 g) as orange-yellow needles. m.p.: 57° C.

Aufarbeitung

  1. distillationthe solvent is distilled off
  2. dissolutionThe resultant is dissolved in dichloromethane
  3. filtrationinsolubles are filtered off
  4. distillationDichloromethane is distilled off
  5. customto leave crude crystals
  6. customRecrystallization from hexane-ether (3:1)

Quellen und Nachweise

ORD-Eintrag
ord-28170f8417d442e9b2372b0cf717d020
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04559177

Notizen zur Reaktion

Wird geladen…