HCID 53750430, compound → HCID 22419950, compound

Participants

Reaction Steps

A solution of the 5-phenethyl-3-(2-nitroethenyl)indole (0.1 g, 0.4 mmol)in dry THF was added dropwise to a cooled (ice bath) suspension of LiAIH4 (0.1 g, 2.4 mmol) in 5 ml of dry THF under nitrogen. The mixture was heated at reflux for 45 min. Excess LiAIH4 was destroyed by successive addition of H2O (0.15 ml), 15% NaOH (0.15 ml) and H2O (0.4 ml). The precipitate was removed by filtration and washed with THF (10 ml). After drying (MgSO4), the filtrate was evaporated under reduced pressure to give (56% yield) 3-(2-aminoethyl)-5-(2-phenylethyl)indole, a beige solid; mp 234°-236° C.

Provenance & Evidence