Dimethylformamide → 2-(10-(Acetyloxy)decyl)-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione

HRID 637903

Reaktionsgleichung

Reaktionsgleichung von HRID 637903
CN(C)[CH:3]=[O:4].[C:6]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]1[C:25]([O:26]C2CCCCO2)=[C:24]([O:33][CH3:34])[C:23]([O:35][CH3:36])=[CH:22][C:21]=1C)(=[O:8])[CH3:7]>O=O.C1C=C(C=NCCN=CC2C([O-])=CC=CC=2)C([O-])=CC=1.[Co+2]>[C:6]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]1[C:25](=[O:26])[C:24]([O:33][CH3:34])=[C:23]([O:35][CH3:36])[C:3](=[O:4])[C:21]=1[CH3:22])(=[O:8])[CH3:7]

Komponenten

5

Edukt 2

HCID 6228DimethylformamideHCID 542535796-(10-Acetoxydecyl)-2,3-dimethoxy-5-methyl-1-tetrahydropyranyloxybenzene

Produkt 1

HCID 110902052-(10-(Acetyloxy)decyl)-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 26517SalcomineKatalysatorHCID 977OxygenLösungsmittel

Versuchsvorschrift

To a dimethylformamide solution (20 ml) of 6-(10-acetoxydecyl)-2,3-dimethoxy-5-methyl-1-tetrahydropyranyloxybenzene (240 mg) is added bis(salicylidene)ethylenediiminocobalt(II) (14 mg), followed by stirring in oxygen streams at atmospheric temperature and pressure for 72 hours. The reaction product is isolated in the same manner as Example 7 and recrystallized from hexane. The above procedure yields 6-(10-acetoxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (110 mg) as orange-yellow needles melting at 37° C.-38° C.

Aufarbeitung

  1. customThe reaction product is isolated in the same manner as Example 7
  2. customrecrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-7474d7c359fc4397a464544cc8e4e99c
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04559177

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