反应详情

LAH (2.82 g, 0.15 mol, 1.5 eq) was dissolved in THF (50 ml), and to this solution was added dropwise a THF solution (50 ml) of 4-benzyloxyphenyl-acetonitrile (11.1 g, 0.05 mol, 1.0 eq) under ice-cooling. After the completion of the dropwise addition, the mixture was refluxed under heating for 1.5 hours. The reaction mixture was cooled to room temperature, and a saturated aqueous sodium sulfate solution (about 40 ml) was added under ice-cooling. After filtration through Celite, the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (chloroform/methanol=10/1) to give 2-(4-benzyloxyphenyl)ethylamine (2.02 g, 17.9%) as colorless needles.

1. temperaturecooling
2. additionAfter the completion of the dropwise addition
3. temperaturethe mixture was refluxed
4. temperatureunder heating for 1.5 hours
5. temperaturecooling
6. filtrationAfter filtration through Celite
7. concentrationthe filtrate was concentrated under reduced pressure
8. customThe obtained residue was purified by column chromatography (chloroform/methanol=10/1)