Citric Acid → HCID 19709706, Verbindung

HRID 725818Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 725818
[C:1](#[N:3])[CH3:2].[CH3:4][C:5]1([CH2:10][CH2:11][C:12](OC)=[O:13])[O:9][CH2:8][CH2:7][O:6]1.[H-].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>CN(C=O)C>[CH3:4][C:5]1([CH2:10][CH2:11][C:12](=[O:13])[CH2:2][C:1]#[N:3])[O:9][CH2:8][CH2:7][O:6]1

Komponenten

6

Edukt 4

HCID 311Citric AcidHCID 6342AcetonitrileHCID 24758Sodium hydrideHCID 5600311,3-Dioxolane-2-propanoic acid, 2-methyl-, methyl ester

Produkt 1

HCID 19709706HCID 19709706, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

An acetonitrile solution (10 ml) containing 5.0 g of methyl 2-methyl-l,3-dioxolane-2-propionate was added dropwise to 10 ml of a DMF suspension containing 2.3 g of 60% sodium hydride, and stirred at room temperature for 4 hours. The reaction mixture was poured into ice water, acidified with a saturated citric acid solution and extracted with ethyl acetate. The organic layer was washed with water and a saturated saline solution and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: n-hexane:ethyl acetate=3:2) to provide 3.0 g of 2-methyl-β-oxo-1,3-dioxolane-2-pentanenitrile as oil.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. concentrationa saturated saline solution and concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (eluent: n-hexane:ethyl acetate=3:2)

Quellen und Nachweise

ORD-Eintrag
ord-1f0f09d018f648e7af270eefeb96ac4a
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05707997

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