1-(3,6-Dimethoxy-2,4,5-trimethylphenyl)-1-(3-pyridyl)heptane → 1-(3,5,6-Trimethyl-1,4-benzoquinon-2-yl)-1-(3-pyridyl)heptane

HRID 232062

Reaktionsgleichung

C[O:2][C:3]1[C:4]([CH3:26])=[C:5]([CH:13]([C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:6]([O:11]C)=[C:7]([CH3:10])[C:8]=1[CH3:9].[N+]([O-])([O-])=O.[NH4+].[Ce]>C(#N)C.O>[CH3:26][C:4]1[C:3](=[O:2])[C:8]([CH3:9])=[C:7]([CH3:10])[C:6](=[O:11])[C:5]=1[CH:13]([C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

To a solution of 1.1 g (3.09 mmol) of 1-(3,6-dimethoxy-2,4,5-trimethylphenyl)-1-(3-pyridyl)heptane in 20 ml of acetonitrile-water (1:1), the solution of 4.5 g (8.2 mmol) of cerium ammonium nitrate (CAN) in 15 ml of acetonitrile-water was added dropwise with stirring at 0° C. and stirred for 30 minutes after the completion of addition. The reaction product was isolated by a routine method, to give 635 mg (63%) of 1-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-1-(3-pyridyl)heptane. The physical data are shown in Table 2-1.

Aufarbeitung

stirringstirred for 30 minutes
additionafter the completion of addition
customThe reaction product was isolated by a routine method

Quellen und Nachweise

ORD-Eintrag: ord-99a13d7b30e64ac490b4314fca2a7ed9
Quelldatensatz: uspto-grants-1989_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04851413

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