Methanol → HCID 23071124, compound

Participants

Reaction Steps

To a solution of (7-(benzyloxy)-1H-indol-3-yl)acetic acid (7.21 g, 27.4 mmol) in tetrahydrofuran (150 mL) is added a 1M solution of borane.tetrahydrofuran complex in tetrahydrofuran (55 ml, 55 mmol) under nitrogen atmosphere, and the mixture is stirred at room temperature for 17 hours. To the reaction solution is added methanol (100 mL), and the mixture is stirred at room temperature for one hour. The solvent is evaporated, and the resulting crude product is purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1→1:1) to give 2-(7-(benzyloxy)-1H-indol-3-yl)ethanol (6.37 g, 23.8 mmol, yield: 87%).

Provenance & Evidence