Water → HCID 20270209, compound

Participants

Reaction Steps

A solution of 5.0 g of 2-carboethoxy-N-(3-pyridyl)indole in 75 ml of dry ether is cooled to 5° and 0.7 g of lithium aluminum hydride is added in portions. Cooling is suspended and the reaction mixture is stirred at room temperature under nitrogen for 18 hours and re-cooled to 5°. Sequential addition of 0.7 ml of water, 0.7 ml of 15% sodium hydroxide and 2.1 ml of water produces a fine precipitate which is removed by filtration through celite. The filtrate is dried over sodium sulfate and evaporated to yield crude 2-hydroxymethyl-N-(3-pyridyl)indole which is used without further purification; Rf (9:1 toluene:methanol, silica gel)=0.2.

Provenance & Evidence