Triethylamine → 3-Methoxypyrazine-2-carboxaldehyde oxime

HRID 2105239Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2105239
[CH3:1][O:2][C:3]1[C:4]([CH:9]=O)=[N:5][CH:6]=[CH:7][N:8]=1.Cl.[NH2:12][OH:13].C(N(CC)CC)C>C(O)C>[CH3:1][O:2][C:3]1[C:4]([CH:9]=[N:12][OH:13])=[N:5][CH:6]=[CH:7][N:8]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 158805973-Methoxypyrazine-2-carbaldehyde

Produkt 1

HCID 1364153973-Methoxypyrazine-2-carboxaldehyde oximeAusbeute 32,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 3-methoxypyrazine-2-carboxaldehyde (Tetrahedron (1999), 56(2), 265-273) (2.1 g, 15 mmol), hydroxylamine hydrochloride (1.27 g, 18 mmol), ethanol (20 ml) and triethylamine (4.17 ml, 30 mmol) was heated at 60° C. for 90 minutes. The volatiles were removed by evaporation and residue was purified by column chromatography on silica gel eluting with hexane/EtOAc (100:0 increasing in polarity 0:100) to give the title compound (740 mg, 32%) as a white solid.

Aufarbeitung

  1. customThe volatiles were removed by evaporation and residue
  2. customwas purified by column chromatography on silica gel eluting with hexane/EtOAc (100:0 increasing in polarity 0:100)

Quellen und Nachweise

ORD-Eintrag
ord-2286b710b55f4e08b5c1ace1b51e54e0
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07579349B2

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