Water → HCID 12881466, Verbindung

HRID 637890Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 637890
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]1[C:27]([OH:28])=[C:26]([O:29][CH3:30])[C:25]([O:31][CH3:32])=[CH:24][C:23]=1[CH3:33].N(S([O-])(=O)=O)(S([O-])(=O)=[O:37])[O].[K+].[K+].O.P(O)(O)([O-])=O.[K+]>CN(C)C=O.CO>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]1[C:27](=[O:28])[C:26]([O:29][CH3:30])=[C:25]([O:31][CH3:32])[C:24](=[O:37])[C:23]=1[CH3:33]

Komponenten

7

Edukt 4

HCID 962WaterHCID 516951Monobasic potassium phosphateHCID 3032624Potassium nitrosodisulfonateHCID 128326636-(20-Hydroxyeicosyl)-2,3-dimethoxy-5-methylphenol

Produkt 1

HCID 12881466HCID 12881466, VerbindungAusbeute 54,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 6-(20-hydroxyeicosyl)-2,3-dimethoxy-5-methylphenol (2.3 g) in dimethylformamide (1.5 l) are added potassium nitrosodisulfonate (30 g), water (1.5 l), methanol (300 ml) and monopotassium phosphate (1.3 g) and the mixture is stirred at room temperature for 45 days. The reaction mixture is extracted with dichloromethane and recrystallized from ether. The above procedure gives 6-(20-hydroxyeicosyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (1.3 g) as yellow needles. Melting point: 85° C.

Aufarbeitung

  1. extractionThe reaction mixture is extracted with dichloromethane
  2. customrecrystallized from ether

Quellen und Nachweise

ORD-Eintrag
ord-d5c621b8866b45f8bb0b544224146e44
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04559177

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