N-allyl-5-azaisatin → 1H-Pyrrolo[3,2-c]pyridine-2,3-dione

HRID 215792Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 215792
C([N:4]1[C:14]2[C:9](=[CH:10][N:11]=[CH:12][CH:13]=2)[C:7](=[O:8])[C:5]1=[O:6])C=C>C1(C)C=CC=CC=1>[NH:4]1[C:14]2[C:9](=[CH:10][N:11]=[CH:12][CH:13]=2)[C:7](=[O:8])[C:5]1=[O:6]

Komponenten

3

Edukt 1

HCID 19390720N-allyl-5-azaisatin

Produkt 1

HCID 107019651H-Pyrrolo[3,2-c]pyridine-2,3-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of N-allyl-5-azaisatin (5.3 mmol), (Ph3P)3RhCl (0.5 mmol) in aqueous toluene is stirred under a nitrogen atmosphere at room temperature overnight. The organic layer is dried (MgSO4) and the solvent is evaporated. The residue is stirred in 1N HCl/MeOH for 15 min after which time the methanol is evaporated and the pH of the water is adjusted to 7. A precipitate is formed and purified by silica gel chromatography (1% MeOH:CHCl3) to obtain the title compound.

Aufarbeitung

  1. dry with materialThe organic layer is dried (MgSO4)
  2. customthe solvent is evaporated
  3. customis evaporated
  4. customA precipitate is formed
  5. custompurified by silica gel chromatography (1% MeOH:CHCl3)

Quellen und Nachweise

ORD-Eintrag
ord-1b821936825e4bb88acc22bd5f8f91ee
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193185B2

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