3-(1-oxo-4-ethoxycarbonylbutyl)-N-(3-pyridyl)indole → 3-(4-ethoxycarbonylbutyl)N-(3-pyridyl)-indole

Participants

Reaction Steps

To a solution of 5 g of 3-(1-oxo-4-ethoxycarbonylbutyl)-N-(3-pyridyl)indole in 75 ml of glacial acetic acid is added 5 g of borane-tert-butylamine complex. The reaction mixture is stirred at room temperature overnight. The reaction mixture is concentrated, water is added to the residue and the product is extracted with methylene chloride. The organic layer is separated, washed first with concentrated sodium carbonate solution, then with saturated sodium chloride solution, dried over sodium sulfate and evaporated to dryness to yield 3-(4-ethoxycarbonylbutyl)-N-(3-pyridyl)-indole, melting at 56°-58°.

Provenance & Evidence