Carbon tetrabromide → 2-(6-bromoheptyl)-1H-benzimidazole

HRID 2414789Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2414789
O[CH:2]([CH3:17])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[NH:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[N:9]=1.C(Br)(Br)(Br)[Br:19].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[Br:19][CH:2]([CH3:17])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[NH:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[N:9]=1

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 226434112-(6-hydroxyheptyl)-1H-benzimidazole

Produkt 1

HCID 226434292-(6-bromoheptyl)-1H-benzimidazoleAusbeute 75,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2.18 g of the compound obtained in Example 19a, 4.97g of carbon tetrabromide and 3.93 g of triphenylphosphine were added to 30 ml of tetrahydrofuran and the mixture was reacted overnight at room temperature. After the reaction was completed, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:1) to obtain 2.10 g of the title compound as pale yellow solid (yield: 75%).

Aufarbeitung

  1. customthe mixture was reacted overnight at room temperature
  2. customthe solvent was evaporated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:1)

Quellen und Nachweise

ORD-Eintrag
ord-caf644fbcd154e109d938944ddf8b008
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06815455B1

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