Reaktion #474813

Reaktionsgleichung

2-(2-bromophenyl)ethyl methanesulfonate

1-phenylmethanamine

potassium carbonate

tetrahydrofuran

→

brown oil

N-Benzyl-2-(2-bromophenyl)ethanamine

Lösungsmittel

water

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturreflux of the solvent
2. 2
   TemperaturThe reaction mixture is cooled to a temperature
3. 3
   Sonstigeclose to 20° C.
4. 4
   ExtraktionThe aqueous phase is extracted
5. 5
   Waschenwashed with a saturated aqueous solution of sodium chloride
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Einengenconcentrated
8. 8
   Sonstigea rotary evaporator under reduced pressure (5 kPa)

Vorschrift

3.18 g of 2-(2-bromophenyl)ethyl methanesulfonate, 6.2 g of 1-phenylmethanamine, 7.87 g of potassium carbonate and 65 cm3 of tetrahydrofuran are stirred under an inert atmosphere for 16 h under the reflux of the solvent. The reaction mixture is cooled to a temperature close to 20° C., then in ice. 100 cm3 of ethyl acetate and 200 cm3 of water are then added thereto. Stirring is continued for 5 min. The aqueous phase is extracted using ethyl acetate. The organic phases are combined, washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated using a rotary evaporator under reduced pressure (5 kPa). The 7.8 g of brown oil obtained are purified by flash chromatography over silica (column: 400 g; particle size: 15-40 μm; eluent: 100% dichloromethane to 90% dichloromethane/10% methanol gradient). After concentrating the fractions under reduced pressure, 2.49 g of N-benzyl-2-(2-bromophenyl)ethanamine are obtained.

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