Water → 5-Bromo-8-naphtholactam

HRID 433096Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 433096
[NH:1]1[C:9]2[C:4]3[C:5](=[CH:10][CH:11]=[CH:12][C:3]=3[C:2]1=[O:13])[CH:6]=[CH:7][CH:8]=2.[Br:14]Br.O>ClC(Cl)Cl>[Br:14][C:6]1[C:5]2[C:4]3[C:9](=[CH:8][CH:7]=1)[NH:1][C:2](=[O:13])[C:3]=3[CH:12]=[CH:11][CH:10]=2

Komponenten

5

Edukt 3

HCID 962WaterHCID 24408BromineHCID 67222benz(cd)indol-2(1H)-one

Produkt 1

HCID 7547635-Bromo-8-naphtholactamAusbeute 95,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Benz[cd]indol-2(1H)-one (2.1 g, 12.4 mmol) was dissolved in 50 ml trichloromethane and cooled to 0° C. To this stirred and cooled solution was added dropwise bromine (0.64 ml, 12.4 mmol) within 5 minutes. The reaction was allowed to warm up to room temperature for 24 hours. The reaction mixture was then poured into water and extracted with trichloromethane. The organic layer was dried over sodium sulfate, filtered and concentrated to give 2.935 g product (95% yield).

Aufarbeitung

  1. temperaturecooled solution
  2. temperatureto warm up to room temperature for 24 hours
  3. extractionextracted with trichloromethane
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-cd9c28abd8194709b8c456a6f52074f3
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06667303B1

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