Tetrahydrofuran → HCID 20400799, compound

Participants

Reaction Steps

To 10.0 g of 3-(2-ethoxycarbonylethyl)-2-(3-pyridyl)indole in 400 ml of dry tetrahydrofuran at 0° is added 60 ml of a 1M solution of lithium aluminum hydride in tetrahydrofuran. This is allowed to stir at room temperature for 1 hour, then cooled by an ice bath and quenched successively with 2.26 ml of water, 2.26 ml of a 15% sodium hydroxide solution, and 6.78 ml of water. The mixture is filtered, concentrated in vacuo, and the residue dissolved in ether, washed with a saturated NaHCO3 solution, dried over MgSO4 and concentrated in vacuo to give 3-(2-hydroxyethyl)-2-(3-pyridyl)-indole.

Provenance & Evidence