Tetrabutylammonium Fluoride Trihydrate → 4-dimethylamino-1-[3-(5-fluoro-1H-indol-3-yl)propyl]-4-phenylcyclohexanol

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Reaction Steps

A solution of 4-dimethylamino-1-[3-(5-fluoro-2-triethylsilanyl-1H-indol-3-yl)propyl]-4-phenylcyclohexanol (350 mg, 0.69 mmol) in absolute tetrahydrofuran (25 mL) was mixed with tetra-n-butyl ammonium fluoride trihydrate (868 mg, 2.8 mmol)), stirred 6 h with reflux, then stirred overnight at room temperature. The reaction mixture was then concentrated to low volume in a vacuum and the residue was purified by means of flash chromatography (18 g, 20×2.0 cm) with ethyl acetate/methanol (9:1).

Provenance & Evidence