1-Bromopentane → N-allyl-N-pentylphenylamine

HRID 53865

Reaktionsgleichung

Reaktionsgleichung von HRID 53865
[CH2:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH:2]=[CH2:3].Br[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[OH-].[Na+]>O>[CH2:1]([N:4]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH:2]=[CH2:3]

Komponenten

5

Edukt 3

HCID 80571-BromopentaneHCID 14798Sodium HydroxideHCID 68525N-Allylaniline

Produkt 1

HCID 10608235N-allyl-N-pentylphenylamineAusbeute 56,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

N-Allylphenylamine (1.95 g, 14.7 mmol) and bromopentane (2.22 g, 14.7 mmol) were stirred at 80° C. for 16 hours. After cooled to room temperature, the mixture was treated with a solution of sodium hydroxide(714 mg, 17.9 mmol) in water (1.5 ml), stirred for 30 minutes and extracted with ether (80 ml). The extract was dried over potassium carbonate, filterd and concentrated in vacuum. The residue was chromatographed on silica gel to give N-allyl-N-pentylphenylamine (1.68 g) in 56% yield as a colorless oil.

Aufarbeitung

  1. extractionextracted with ether (80 ml)
  2. dry with materialThe extract was dried over potassium carbonate, filterd
  3. concentrationconcentrated in vacuum
  4. customThe residue was chromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-90f2201b01fd4803b47ce102150f4fd9
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05621084

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