Carbon tetrabromide → 5-Nitro-2-(pyrrol-1-yl)benzyl bromide

HRID 2227470Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2227470
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:12]2[CH:16]=[CH:15][CH:14]=[CH:13]2)=[C:8]([CH:11]=1)[CH2:9]O)([O-:3])=[O:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:37]>ClCCl>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:12]2[CH:16]=[CH:15][CH:14]=[CH:13]2)=[C:8]([CH:11]=1)[CH2:9][Br:37])([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 446140215-Nitro-2-(pyrrol-1-yl)benzyl alcohol

Produkt 1

HCID 184740025-Nitro-2-(pyrrol-1-yl)benzyl bromideAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution in dichloromethane (10 ml) of the compound (239 mg) obtained in Example 1b, triphenyl phosphine (345 mg) and carbon tetrabromide (436 mg) were sequentially added dropwise under cooling with ice. The reaction mixture was stirred for 2 hours under cooling with ice and then concentrated at reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:9) to give the titled compound (yield,47%).

Aufarbeitung

  1. temperatureunder cooling with ice
  2. temperatureunder cooling with ice
  3. concentrationconcentrated at reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (eluent; ethyl acetate:n-hexane=1:9)

Quellen und Nachweise

ORD-Eintrag
ord-a41b09a814d743549544769fdba8ef2f
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06414005B1

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