Carbon tetrabromide → 4-(1-Bromoethyl)benzonitrile

HRID 1292686Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1292686
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9](O)[CH3:10])=[CH:5][CH:4]=1)#[N:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:32]>C(OCC)C>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([Br:32])[CH3:10])=[CH:5][CH:4]=1)#[N:2]

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 5833354-(1-Hydroxyethyl)benzonitrile

Produkt 1

HCID 218346374-(1-Bromoethyl)benzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 1-(4-Cyanophenyl)ethanol 1.01 g, 6.84 mmol), in diethyl ether (15 ml) and triphenylphosphine (2.14 g, 8.17 mmol), was added carbon tetrabromide (2.82 g, 8.50 mmol) in dieathylether (20 ml) at room temperature. After 30 min the reaction was filtered through celite and evaporated to dryness. The residue was purified by chromatography (SiO2, 5% EtOAc in hexanes) to afford the title compound as an oil

Aufarbeitung

  1. filtrationAfter 30 min the reaction was filtered through celite
  2. customevaporated to dryness
  3. customThe residue was purified by chromatography (SiO2, 5% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-8400164f6e6e4528b670fc56db847540
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05756528

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