Sodium Chloride → 1-(2-(1-hydroxy-4-oxocyclohexyl)ethyl)-7-methoxyquinoxalin-2(1H)-one

HRID 2193122Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2193122
[OH:1][C:2]1([CH2:12][CH2:13][N:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([O:24][CH3:25])[CH:22]=3)[N:17]=[CH:16][C:15]2=[O:26])[CH2:11][CH2:10][C:5]2(OCC[O:6]2)[CH2:4][CH2:3]1.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+].[Cl-].[Na+]>C(OCC)(=O)C.O1CCOCC1>[OH:1][C:2]1([CH2:12][CH2:13][N:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([O:24][CH3:25])[CH:22]=3)[N:17]=[CH:16][C:15]2=[O:26])[CH2:11][CH2:10][C:5](=[O:6])[CH2:4][CH2:3]1

Komponenten

7

Edukt 4

HCID 5234Sodium ChlorideHCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 593979861-(2-(8-Hydroxy-1,4-dioxaspiro(4.5)decan-8-yl)ethyl)-7-methoxyquinoxalin-2(1h)-one

Produkt 1

HCID 593979991-(2-(1-hydroxy-4-oxocyclohexyl)ethyl)-7-methoxyquinoxalin-2(1H)-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To 8 mL of a dioxane suspension containing 0.25 g of 1-(2-(8-hydroxy-1,4-dioxaspiro(4.5)decan-8-yl)ethyl)-7-methoxyquinoxalin-2(1H)-one, 3 mL of an 80% aqueous trifluoroacetic acid solution was dividedly added at room temperature, and the mixture was stirred for 5 hours and 15 minutes. An aqueous saturated sodium hydrogen carbonate solution was added with the reaction mixture, and then added with ethyl acetate and sodium chloride. The organic layer was separated, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography [eluent; hexane:ethyl acetate 1:3] to obtain 0.10 g of a colorless oily substance, 1-(2-(1-hydroxy-4-oxocyclohexyl)ethyl)-7-methoxyquinoxalin-2(1H)-one.

Aufarbeitung

  1. additionwas dividedly added at room temperature
  2. customThe organic layer was separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was removed under reduced pressure
  5. customThe residue thus obtained
  6. customwas purified by silica gel column chromatography [eluent; hexane:ethyl acetate 1:3]

Quellen und Nachweise

ORD-Eintrag
ord-0743391643aa483fb3753a3c9885b4e2
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329694B2

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