Carbon tetrabromide → 1H-Indole, 5-bromo-3-(2-bromoethyl)-

HRID 2184822Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2184822
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:20][C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][CH:25]=[C:24]2[CH2:30][CH2:31]O.C(Br)(Br)(Br)[Br:34]>ClCCl>[Br:20][C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][CH:25]=[C:24]2[CH2:30][CH2:31][Br:34]

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 1229565-Bromo-1H-indole-3-ethanol

Produkt 1

HCID 183997061H-Indole, 5-bromo-3-(2-bromoethyl)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 11.5 g of triphenylphosphine in 60 ml of dichloromethane is added to a solution, cooled to 0° C., of 4 g of the compound obtained in Step 1 and 7.5 g of carbon tetrabromide in 100 ml of dichloromethane. After stirring for 48 hours at ambient temperature, the reaction mixture is concentrated in vacuo. The residue obtained is chromatographed on silica gel (dichloromethane/cyclohexane: 80/20), enabling the expected product to be isolated.

Aufarbeitung

  1. concentrationthe reaction mixture is concentrated in vacuo
  2. customThe residue obtained
  3. customis chromatographed on silica gel (dichloromethane/cyclohexane: 80/20)
  4. customto be isolated

Quellen und Nachweise

ORD-Eintrag
ord-490ad3aae54f4bef8d6f7d1f68fa186d
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06399616B1

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