Water → HCID 18184657, compound

Participants

Reaction Steps

To an ice-cooled solution of ethyl 3-(1-methylindol-2-yl)propionate (2.0 g, 8.65 mmol) in tetrahydrofuran (20 ml) was added lithium aluminum hydride (328 mg, 8.65 mmol) by small portions under nitrogen atmosphere. After the mixture was stirred for 1 hour, water and aqueous 15% sodium hydroxide solution were added successively to the mixture. The resulting precipitates were filtrated off through Celite and washed with tetrahydrofuran. The filtrate was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel (36 g) chromatography eluting with dichloromethane-methanol (100:1 to 50:1) to give 3-(1-methylindol-2-yl)propan-1-ol (1.05 g, 64.1%) as a yellow syrup.

Provenance & Evidence