Dimethylformamide → 6-(6-Hydroxyhexyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone

HRID 637898

Reaktionsgleichung

Reaktionsgleichung von HRID 637898
CN(C)[CH:3]=[O:4].[OH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[C:18]([OH:19])=[C:17]([O:20][CH3:21])[C:16]([O:22][CH3:23])=[CH:15][C:14]=1C>O=O.C1C=C(C=NCCN=CC2C([O-])=CC=CC=2)C([O-])=CC=1.[Co+2]>[OH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[C:18](=[O:19])[C:17]([O:20][CH3:21])=[C:16]([O:22][CH3:23])[C:3](=[O:4])[C:14]=1[CH3:15]

Komponenten

5

Edukt 2

HCID 6228DimethylformamideHCID 202546196-(6-Hydroxyhexyl)-2,3-dimethoxy-5-methylphenol

Produkt 1

HCID 128814636-(6-Hydroxyhexyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 26517SalcomineKatalysatorHCID 977OxygenLösungsmittel

Versuchsvorschrift

To a dimethylformamide solution (20 ml) of 6-(6-hydroxyhexyl)-2,3-dimethoxy-5-methylphenol (1.5 g) is added bis(salicylidene)ethylenediiminocobalt(II) (15 mg), and the mixture is stirred in oxygen streams at atmospheric temperature and pressure for 72 hours. The reaction product is isolated as in Example 7 and purified by silica gel column chromatography. The ether-hexane (1:1) eluate yields 6-(6-hydroxyhexyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (1.1 g) as orange-yellow oil.

Aufarbeitung

  1. customThe reaction product is isolated as in Example 7
  2. custompurified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-462b9c8a36eb47669301e031c10faa9d
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04559177

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