Carbon tetrabromide → 4-(Bromomethyl)benzene-1,2-dicarbonitrile

HRID 1585936Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1585936
O[CH2:2][C:3]1[CH:4]=[C:5]([C:11]#[N:12])[C:6](=[CH:9][CH:10]=1)[C:7]#[N:8].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C(Br)(Br)(Br)[Br:33]>C1COCC1>[Br:33][CH2:2][C:3]1[CH:4]=[C:5]([C:11]#[N:12])[C:6](=[CH:9][CH:10]=1)[C:7]#[N:8]

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 18779681HCID 18779681, Verbindung

Produkt 1

HCID 187797764-(Bromomethyl)benzene-1,2-dicarbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4-Hydroxymethyl-phthalonitrile from step 2 (1.3 g, 8.2 mmol) was dissolved in THF (41 ml) and treated with Ph3P (3.2 g, 12.3 mmol) followed by CBr4 (4 g, 12.3 mmol). The reaction mixture was stirred at room temp. for 21 hours. The solvent was removed in vacuo and the residue purified by flash chromatography (15% EtOAc/Hexane) to yield the desired product. FAB MS: 222 m/z (M+ +H)

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by flash chromatography (15% EtOAc/Hexane)

Quellen und Nachweise

ORD-Eintrag
ord-54025b39475040fbb0c53cd9b00fe561
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05939439

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