Bromine → 5-Bromo-2-methoxybenzonitrile

HRID 662036

Reaktionsgleichung

Reaktionsgleichung von HRID 662036
[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

Br2 (13.7 g, 86.0 mmol) in CHCl3 (20 mL) was added to a 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-ee9078e3cb3d4d9ca94b6bdff0d821a7
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084449B2

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