Chlorosuccinimide → 1-(5-Bromo-7-chloro-2,3-dihydro-1H-indol-1-yl)ethan-1-one

HRID 1976785Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1976785
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([Br:13])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[Cl:14]N1C(=O)CCC1=O>C(#N)C>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([Br:13])=[CH:10][C:11]=2[Cl:14])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 31398ChlorosuccinimideHCID 7218471-(5-bromo-2,3-dihydro-1H-indol-1-yl)ethan-1-one

Produkt 1

HCID 186292691-(5-Bromo-7-chloro-2,3-dihydro-1H-indol-1-yl)ethan-1-oneAusbeute 39,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 1-acetyl-5-bromo-indoline (1.20 g, 5 mmol) and N-chlorosucinimide (0.734 g, 5.5 mmol) in acetonitrile (80 mL) was heated to reflux for 12 hours, cooled to room temperature, and concentrated. The concentrate was purified by flash column chromatography on silica gel to provide 0.548 g of the desired product.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 12 hours
  3. concentrationconcentrated
  4. customThe concentrate was purified by flash column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-e5345672241a408481abc3290b234514
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06228868B1

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