N-bromobutanimide → 1H-Pyrrole-2-carbonitrile, 1-[4-(bromomethyl)phenyl]-

HRID 274566

Reaktionsgleichung

Reaktionsgleichung von HRID 274566
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][CH:10]=[C:9]2[C:13]#[N:14])=[CH:4][CH:3]=1.[Br:15]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C1C(C(OO)=O)=CC=CC=1>[Br:15][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][CH:10]=[C:9]2[C:13]#[N:14])=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 27977151-(4-Methylphenyl)pyrrole-2-carbonitrile

Produkt 1

HCID 103328611H-Pyrrole-2-carbonitrile, 1-[4-(bromomethyl)phenyl]-Ausbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 523077Perbenzoic acidKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A solution of 1-(4-methylphenyl)pyrrole-2-carbonitrile (4.9 g), N-bromosuccinimide (5.5 g) and perbenzoic acid (65 mg) in carbon tetrachloride was heated under reflux in light radiation for 2 hours. After removal of insoluble materials by filtration, the filtrate was concentrated to dryness. The residue was purified by column chromatography on silica gel to afford a colorless syrup (6.6 g, 93%).

Aufarbeitung

  1. temperatureunder reflux in light radiation for 2 hours
  2. customAfter removal of insoluble materials
  3. filtrationby filtration
  4. concentrationthe filtrate was concentrated to dryness
  5. customThe residue was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-490f5ed6fd034cfc9f921723c0596a31
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05389641

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