N-bromobutanimide → 3-Bromo-5-(bromomethyl)benzonitrile
Reaktionsgleichung
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([CH3:10])[CH:9]=1)[C:5]#[N:6].C1C(=O)N([Br:18])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([CH2:10][Br:18])[CH:9]=1)[C:5]#[N:6]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of 3-bromo-5-methylbenzonitrile (9.80 g, 45.0 mmol), NBS (8.90 g, 45.0 mmol) and BPO (0.40 g) in CCl4 (250 mL) was heated for 10 h at reflux. The reaction mixture was cooled to room temperature and filtered, and the organic phase was washed successively with saturated sodium bicarbonate (100 mL), water (2×50 mL) and brine (2×50 mL). The combined organic phases were dried over Na2SO4 and concentrated in vacuum to give 12.5 g of crude 3-bromo-5-(bromomethyl)benzonitrile.
Aufarbeitung
- temperaturewas heated for 10 h
- temperatureat reflux
- filtrationfiltered
- washthe organic phase was washed successively with saturated sodium bicarbonate (100 mL), water (2×50 mL) and brine (2×50 mL)
- dry with materialThe combined organic phases were dried over Na2SO4
- concentrationconcentrated in vacuum
Quellen und Nachweise
- ORD-Eintrag
- ord-66599c19bf574625815af362aaba21d8
- Quelldatensatz
- uspto-grants-2011_12
- Patentnummer
- US08084449B2
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