Ethyl 2,4-dioxovalerate → Ethyl 2-(methoxyimino)-4-oxopentanoate

HRID 598192

Reaktionsgleichung

Reaktionsgleichung von HRID 598192
O=[C:2]([CH2:8][C:9](=[O:11])[CH3:10])[C:3]([O:5][CH2:6][CH3:7])=[O:4].Cl.[CH3:13][O:14][NH2:15]>C(O)C.ClCCl>[CH3:13][O:14][N:15]=[C:2]([CH2:8][C:9](=[O:11])[CH3:10])[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Komponenten

5

Edukt 2

HCID 69208Ethyl 2,4-dioxovalerateHCID 521874O-Methylhydroxylamine hydrochloride

Produkt 1

HCID 589173Ethyl 2-(methoxyimino)-4-oxopentanoateAusbeute 143,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of ethyl 2,4-dioxopentanoate (10.9 g, 68.7 mmol) and N-methoxyamine hydrochloride (4.01 g, 48.1 mmol) in ethanol (40 ml) was left to stand over molecular sieves 3A (25 g) for 18 h and diluted with dichloromethane (25 ml) The sieves was removed by filtration and the filtrate was concentrated under vacuum. The residue was purified by silica gel chromatography eluting with 5% ethyl acetate/n-hexane to give the title compound (12.9 g, 34%).

Aufarbeitung

  1. waitwas left
  2. customwas removed by filtration
  3. concentrationthe filtrate was concentrated under vacuum
  4. customThe residue was purified by silica gel chromatography
  5. washeluting with 5% ethyl acetate/n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-b4b1ee3a41174507ba3942db2b2a29f1
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07897607B2

Verknüpfte Notizen

Wird geladen…