Bromine → 5-Bromo-2-methoxybenzonitrile

HRID 564455

Reaktionsgleichung

Reaktionsgleichung von HRID 564455
[Br:1]Br.[CH3:3][O:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[C:7]#[N:8]>C(Cl)(Cl)Cl>[Br:1][C:10]1[CH:11]=[CH:12][C:5]([O:4][CH3:3])=[C:6]([CH:9]=1)[C:7]#[N:8]

Komponenten

4

Edukt 2

HCID 24408BromineHCID 810862-Methoxybenzonitrile

Produkt 1

HCID 44185605-Bromo-2-methoxybenzonitrileAusbeute 71,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

Bromine (13.7 g, 86.0 mmol) in CHCl3 (20 mL) was added to the solution of 2-(methyloxy)benzonitrile (10.9 g, 81.9 mmol) in CHCl3 (50 mL). The mixture was refluxed for 29 h. The reaction was allowed to cool to room temperature, and washed with saturated sodium bisulfite (50 mL), and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate. Evaporation of the solvent afforded 5-bromo-2-(methyloxy)benzonitrile (12.4 g, 71%).

Aufarbeitung

  1. temperatureThe mixture was refluxed for 29 h
  2. washwashed with saturated sodium bisulfite (50 mL), and brine (50 mL)
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-14736655450840e29eadb95eeb1761f1
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067408B2

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