Aluminium lithium hydride → [5-(3-diethylamino-propyl)-1H-indol-2-yl]-methanol

Participants

Reaction Steps

5-(3-Diethylamino-propyl)-1H-indole-2-carboxylic acid ethyl ester (1.2 g, 3.97 mmol) in tetrahydrofuran (48 mL) was added dropwise to the lithium aluminum hydride (602 mg, 15.87 mmol) stirred in tetrahydrofuran (30 mL) under nitrogen. After stirring for 2 hours, the reaction was quenched in water (0.6 mL), 15% sodium hydroxide (0.6 mL) and then water (1.8 mL). The mixture was stirred overnight. The precipitate was filtered off and the filtrate was concentrated to give 680 mg (66%) of [5-(3-diethylamino-propyl)-1H-indol-2-yl]-methanol.

Provenance & Evidence