Azobisisobutyronitrile → HCID 86725430, Verbindung

HRID 1525920Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1525920
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:4]([F:14])[CH:3]=1.[Br:15]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[Br:15][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=1[F:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10]

Komponenten

5

Edukt 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 45790370Ethyl (4-bromo-2-fluorophenyl)acetate

Produkt 1

HCID 86725430HCID 86725430, VerbindungAusbeute 96,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To a stirring solution of ethyl 2-(4-bromo-2-fluorophenyl)acetate (3.92 g, 15.0 mmol) in carbon tetrachloride (50 mL) was slowly added N-bromosuccinimide (2.67 g, 15.0 mmol) and then azobisisobutyronitrile (0.37 g, 2.3 mmol). The reaction mixture was stirred for 9 h at 90° C. and then cooled to room temperature. The residue was purified by flash chromatography (0-100% ethyl acetate/hexanes) to provide the title product (4.9 g, 96% yield). MS(ES)+ m/e 340.9 [M+H]+.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. customThe residue was purified by flash chromatography (0-100% ethyl acetate/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-6db28024aaea44daa019a47408d72cb8
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09084794B2

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