Ethyl Acetate → HCID 135899257, compound

Participants

Reaction Steps

To a solution of (±)-1-(1-{3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-phenyl-isoxazol-5-yl}-cyclopropy)-ethanol, which may be produced as in Example 178A (2.2 g) in 60 mL of anhydrous THF is added tetrabutylammonium fluoride hydrate (2.6 g.) The reaction mixture is stirred at room temperature for 4 hrs. Saturated ammonium chloride (50 mL) is added to the reaction mixture, followed with 300 mL of ethyl acetate. The aqueous layer are separated and then the organic layer is washed with additional saturated ammonium chloride (2×50 mL), followed with brine (50 mL). The organic layer is dried (sodium sulfate), filtered, and the filtrate is evaporated to give a white solid, which is purified by flash chromatography (silica gel, 40% ethyl acetate in hexane) to afford a white solid as (±)-4-{5-{1-(1-hydroxy-ethyl)-cyclopropyl]-4-phenyl-isoxazol-3-yl}-phenol.

Provenance & Evidence