Diethyl Ether → 1-(4-Pyridyl)-2,3-bis(methoxycarbonyl)-6,7-dimethoxynaphthalene

HRID 1743034

Reaktionsgleichung

Reaktionsgleichung von HRID 1743034
[N:1]1[CH:6]=[CH:5][C:4]([C:7]23O[CH:10]([C:11]4[C:16]2=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=4)[C:9]([C:22]([O:24][CH3:25])=[O:23])=[C:8]3[C:26]([O:28][CH3:29])=[O:27])=[CH:3][CH:2]=1.FB(F)F.C(OCC)C>C(#N)C>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:16]3[C:11](=[CH:12][C:13]([O:19][CH3:20])=[C:14]([O:17][CH3:18])[CH:15]=3)[CH:10]=[C:9]([C:22]([O:24][CH3:25])=[O:23])[C:8]=2[C:26]([O:28][CH3:29])=[O:27])=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 3283Diethyl EtherHCID 6356Boron trifluorideHCID 190062311-(4-Pyridyl)-2,3-bis(methoxycarbonyl)-6,7-dimethoxy-1,4-epoxy-1,4-dihydronaphthalene

Produkt 1

HCID 117286421-(4-Pyridyl)-2,3-bis(methoxycarbonyl)-6,7-dimethoxynaphthaleneAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1-(4-Pyridyl)- 2,3-bis(methoxycarbonyl)-6,7-dimethoxy-1,4-epoxy-1,4-dihydronaphthalene (3.0 g) and trifluoroborane.diethyl ether (1.95 g) are added to acetonitrile (100 ml), and the mixture is refluxed for 2 hours. The reaction solution is separated with a mixture of chloroform (300 ml) and aqueous sodium hydrogen carbonate solution (50 ml), and the organic layer is further washed with aqueous sodium hydrogen carbonate solution, dried, and concentrated. The resulting residue is washed with a small amount of diethyl ether to give 1-(4-pyridyl)-2,3-bis(methoxy-carbonyl)-6,7-dimethoxynaphthalene (2.1 g) as crystal.

Aufarbeitung

  1. temperaturethe mixture is refluxed for 2 hours
  2. customThe reaction solution is separated with a mixture of chloroform (300 ml) and aqueous sodium hydrogen carbonate solution (50 ml)
  3. washthe organic layer is further washed with aqueous sodium hydrogen carbonate solution
  4. customdried
  5. concentrationconcentrated
  6. washThe resulting residue is washed with a small amount of diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-1ac07c276e6c413681a20eb07e24fb5f
Quelldatensatz
uspto-grants-1994_08
Patentnummer
US05342941

Verknüpfte Notizen

Wird geladen…