Water → (5-Nitro-indol-1-yl)-acetonitrile

HRID 23405

Reaktionsgleichung

Reaktionsgleichung von HRID 23405
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[CH:7]2)([O-:3])=[O:2].[H-].[Na+].Br[CH2:16][C:17]#[N:18].O>CN(C=O)C>[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:16][C:17]#[N:18])[CH:8]=[CH:7]2)([O-:3])=[O:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 11534BromoacetonitrileHCID 225235-NitroindoleHCID 24758Sodium hydride

Produkt 1

HCID 22574036(5-Nitro-indol-1-yl)-acetonitrileAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 5-nitroindole (1.62 g, 10 mmole) in DMF (15 ml) was added sodium hydride (60% in oil, 0.440 g, 11 mmole). The reaction mixture was stirred for 30 minutes at room temperature after which time bromoacetonitrile (1.25 g, 10.5 mmole) was added via syringe. After 1 h reaction time at the same temperature, the mixture was poured into 200 ml of water. The precipitate, (5-nitro-indol-1-yl)-acetonitrile, was collected (1.96, 97% yield) and was used without further purification.

Aufarbeitung

  1. additionwas added via syringe
  2. customAfter 1 h reaction time at the same temperature
  3. customThe precipitate, (5-nitro-indol-1-yl)-acetonitrile, was collected (1.96, 97% yield)
  4. customwas used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-0736083901cd44039217867a658c9ea8
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852726B2

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