Phosphorus trichloride → Dimethyl Quinoline-2,3-dicarboxylate

HRID 1955604Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1955604
[N+:1]1([O-])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([O:13][CH3:14])=[O:12])[C:2]=1[C:15]([O:17][CH3:18])=[O:16].P(Cl)(Cl)Cl>C(Cl)(Cl)Cl>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([O:13][CH3:14])=[O:12])[C:2]=1[C:15]([O:17][CH3:18])=[O:16]

Komponenten

4

Edukt 2

HCID 24387Phosphorus trichlorideHCID 15366557HCID 15366557, Verbindung

Produkt 1

HCID 11010215Dimethyl Quinoline-2,3-dicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A solution of N-oxide 3 (10 mM) and phosphorus trichloride (30 mM) in anhydrous chloroform (100 ml) was refluxed for 7 h. Solvent was removed under reduced pressure and the residue was partitioned between ethyl acetate and water. The organic layer was dried over sodium sulphate and then evaporated under reduced pressure. The residue was recrystallized from isopropanol to provide the title dimethyl quinoline-2,3-dicarboxylate 7 as an off white (or light yellow) powder.

Aufarbeitung

  1. customSolvent was removed under reduced pressure
  2. customthe residue was partitioned between ethyl acetate and water
  3. dry with materialThe organic layer was dried over sodium sulphate
  4. customevaporated under reduced pressure
  5. customThe residue was recrystallized from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-4ee3d8d301824f80b57afcbb6894ed3d
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05776935

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