Cyclohexane → 3-(3-bromopropyl)-1H-indole

HRID 488763

Reaktionsgleichung

Reaktionsgleichung von HRID 488763
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][CH2:12]O)=[CH:2]1.[Br:14]P(Br)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1CCCCC1>O1CCOCC1>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][CH2:12][Br:14])=[CH:2]1

Komponenten

5

Edukt 3

HCID 8078CyclohexaneHCID 70579Triphenylphosphine dibromideHCID 77115Indole-3-propanol

Produkt 1

HCID 100371923-(3-bromopropyl)-1H-indoleAusbeute 99,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of 2 g (11.41 mmol) of 3-(1H-indol-3-yl)propanol in 40 ml of dioxane was added at room temperature 5.3 g (12.55 mmol) of dibromotriphenylphosphorane and the resulting solution was stirred during 18 h. An excess of cyclohexane was added and the resulting precipitate was filtered and discarded. The solvent was evaporated to dryness to give 2.7 g (99%) of product as an oil which was used in the subsequent step without further purification.

Aufarbeitung

  1. filtrationthe resulting precipitate was filtered
  2. customThe solvent was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-95a92f9deef44427874f44288a58b4e1
Quelldatensatz
uspto-grants-2005_12
Patentnummer
US06974819B2

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