Tetrabutylammonium Fluoride Trihydrate → (R)-1-(3-(1H-indol-3-yl)-2-methylpropyl)-4-(dimethylamino)-4-phenylcyclohexanol

Participants

Reaction Steps

A solution of (R)-4-dimethylamino-1-[2-methyl-3-(2-(triethylsilyl)-1H-indol-3-yl)propyl]-4-phenylcyclohexanol (175 mg, 0.34 mmol) in anhydrous tetrahydrofuran (30 mL) was mixed with tetra-n-butyl ammonium fluoride trihydrate (109 mg, 0.34 mmol) and stirred for 4 h with reflux. The reaction mixture was then concentrated to low volume in a vacuum and the residue was purified by flash chromatography (10 g, 20×1.5 cm) with ethyl acetate/methanol (95:5).

Provenance & Evidence