Nitromethane → HCID 58718575, Verbindung

HRID 1244829Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1244829
[CH2:1]([O:3][C:4](=[O:13])[CH:5]=[C:6]1[CH2:10][C@@H:9]([CH3:11])[C@H:8]([CH3:12])[CH2:7]1)[CH3:2].CCCC[N+](CCCC)(CCCC)CCCC.[F-].[N+:32]([CH3:35])([O-:34])=[O:33]>C1COCC1.C(OCC)(=O)C>[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]1([CH2:35][N+:32]([O-:34])=[O:33])[CH2:7][C@@H:8]([CH3:12])[C@H:9]([CH3:11])[CH2:10]1)[CH3:2]

Komponenten

6

Edukt 3

HCID 6375NitromethaneHCID 2724141Tetrabutylammonium FluorideHCID 58718576HCID 58718576, Verbindung

Produkt 1

HCID 58718575HCID 58718575, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of (2) (2.44 g, 13.4 mmol) in THF (12 mL) was added TBAF (18 mL of a 1 M solution in THF, 18 mmol) followed by nitromethane (2 mL) and the reaction heated at 60° C. for 4 hours. After cooling, the reaction mixture was diluted with ethyl acetate (250 mL) and washed with 2N HCl (50 mL) then saturated brine (50 mL). Column chromatography (10:1 heptane/ethyl acetate) gave the product as an oil, 1.351 g, 41%.

Aufarbeitung

  1. temperatureAfter cooling
  2. washwashed with 2N HCl (50 mL)

Quellen und Nachweise

ORD-Eintrag
ord-12c544758d034754a230ad67ffd15adb
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07122678B2

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