Benzyl Bromide → Phenylacetonitrile
Reaktionsgleichung
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C-]#N.[CH3:11][N:12]([S+](N(C)C)N(C)C)C>C(#N)C>[CH2:2]([C:11]#[N:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A 1.71-g (10 mmole) sample of α-bromotoluene was injected into a solution of 1.90 g (10 mmole) of tris(dimethylamino)sulfonium cyanide in 2.4 ml (1.9 g) acetonitrile, and the mixture was shaken. The mixture became warm. After cooling, analysis by gas chromatography showed that all of the α-bromotoluene had been consumed, benzyl cyanide was formed in 95% yield, and benzyl isocyanide was formed in 5% yield. Crystals of tris(dimethylamino)sulfonium bromide separated from the reaction mixture.
Aufarbeitung
- temperatureThe mixture became warm
- temperatureAfter cooling
- customhad been consumed
Quellen und Nachweise
- ORD-Eintrag
- ord-4dd762d79294494b84a2bf4371bc9e22
- Quelldatensatz
- uspto-grants-1976_02
- Patentnummer
- US03940402
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