1-Phenethylamine → 2-(1-Phenyl-ethylamino)-6,7,8,9,9a,10-hexahydro-5aH-benzo[g]quinolin-5-one

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Reaction Steps

To a solution of 2-chloro-2,5a,6,7,8,9,9a,10-octahydro-1H-benzo[g]quinolin-5-one (0.4 g, 1.7 mmol) and 1-phenyl-ethylamine (0.266 g, 2.2 mmol) in toluene (2 ml) under an argon atmosphere was added sodium tert-amylate (0.223 g, 2.03 mmol) and bis(tri-tert-butylphosphine)palladium (0.043 g, 0.084 mmol). The mixture was heated at reflux for 8 h. Then it was concentrated under reduced pressure and the residue was purified by column chromatography on silica gel to give the title compound (0.13 g, 24%) as a colorless solid.

Provenance & Evidence