Phosphorus oxychloride → HCID 10384366, Verbindung

HRID 1534479Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1534479
[C:1]([C:6]1[C:15](=O)[C:14]2[C:9](=[C:10]([CH2:17][O:18][C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1)(=[O:5])[CH:2]([CH3:4])[CH3:3].P(Cl)(Cl)([Cl:29])=O>>[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[Cl:29])=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:17][O:18][C:19](=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(=[O:5])[CH:2]([CH3:4])[CH3:3]

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 10043403HCID 10043403, Verbindung

Produkt 1

HCID 10384366HCID 10384366, Verbindung

Versuchsvorschrift

A solution of 3-isobutyryl-8-(benzoyloxymethyl)-4(1H)-quinolone (11.81 g, 29.9 mmol) in phosphoryl chloride (100 ml) was heated at reflux for 2.5 hours, then the excess phosphoryl chloride evaporated. Water was added and the product extracted into a mixture of dichloromethane and isopropyl alcohol. Drying and evaporation of the organic layer gave crude 3-isobutyryl-4-chloro-8-(benzoyloxymethyl)quinoline (12.0 g), contaminated with isopropyl alcohol. This was used without further purification.

Aufarbeitung

  1. temperatureat reflux for 2.5 hours
  2. customthe excess phosphoryl chloride evaporated
  3. additionWater was added
  4. extractionthe product extracted into a mixture of dichloromethane and isopropyl alcohol
  5. customDrying
  6. customevaporation of the organic layer

Quellen und Nachweise

ORD-Eintrag
ord-7468ee6dbfc44bb5a4e15b9e208270c5
Quelldatensatz
uspto-grants-1992_02
Patentnummer
US05089504

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