Hydroxyamine hydrochloride → 1-hexyl-3-oximinomethyl-4-methoxy-6-methyl-2(1H)-quinolinone

HRID 36048Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 36048
[CH2:1]([N:7]1[C:16]2[C:11](=[CH:12][C:13]([CH3:17])=[CH:14][CH:15]=2)[C:10]([O:18][CH3:19])=[C:9]([CH:20]=O)[C:8]1=[O:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].Cl.[NH2:24][OH:25].C([O-])(=O)C.[Na+]>CO.O>[CH2:1]([N:7]1[C:16]2[C:11](=[CH:12][C:13]([CH3:17])=[CH:14][CH:15]=2)[C:10]([O:18][CH3:19])=[C:9]([CH:20]=[N:24][OH:25])[C:8]1=[O:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Komponenten

6

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 152333661-hexyl-3-formyl-4-methoxy-6-methyl-2(1H)-quinolinone

Produkt 1

HCID 731897501-hexyl-3-oximinomethyl-4-methoxy-6-methyl-2(1H)-quinolinone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 1-hexyl-3-formyl-4-methoxy-6-methyl-2(1H)-quinolinone (Step (2) of Example 1, 1 g), hydroxylamine hydrochloride (0.3 g) and sodium acetate (0.3 g) in methanol (20 ml) was stirred for 3hrs. The mixture was then diluted with water and extracted with methylene chloride. The extracts were dried, evaporated and the resulting solid was crystallized from ether-hexane to give 1 -hexyl-3-oximinomethyl-4-methoxy-6-methyl-2(1H)-quinolinone. That the expected product was obtained was confirmed by the spectral data: MS: m/e 316 (M+); NMR (CDCl3): δ3.98 (s, 3H, OCH3), 8.54 (s, 1H, CH=N).

Aufarbeitung

  1. extractionextracted with methylene chloride
  2. customThe extracts were dried
  3. customevaporated
  4. customthe resulting solid was crystallized from ether-hexane

Quellen und Nachweise

ORD-Eintrag
ord-a40c1a07051a426abca2e4f03fe4e1e8
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05412104

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