Acetic Acid → 3-(4-ethoxycarbonylbutyl)N-(3-pyridyl)-indole

Participants

Reaction Steps

To a solution of 0.5 g of 3-(1-oxo-4-ethoxycarbonylbutyl)-N-(3-pyridyl)-indole in 25 ml of tetrahydrofuran is added 0.6 g of borane-tert-butylamine complex and 0.6 ml of glacial acetic acid. The reaction mixture is heated at 90° and monitored by high pressure liquid chromatography. When complete, the reaction mixture is evaporated under reduced pressure, water and methylene chloride are added, the pH is adjusted to 7-8 with sodium carbonate solution, the organic layer is separated, washed with water, dried and evaporated to dryness to yield 3-(4-ethoxycarbonylbutyl)-N-(3-pyridyl)-indole.

Provenance & Evidence