Sodium borohydride → HCID 67546737, compound

Participants

Reaction Steps

To a solution of 4-oxo-isothiochroman-7-carbonitrile (830 mg, 4.4 mmol) in methanol (25 mL) at 0° C. is added NaBH4 (330 mg, 8.8 mmol). The reaction is permitted to stir for 1 hour and then quenched with 1N aqueous HCl. The reaction is concentrated to approximately half of its original volume and diluted with ethyl acetate. The organic layer is separated, dried with Na2SO4, filtered and concentrated. The resulting residue is purified by silica gel flash chromatography (ethyl acetate-hexanes, 0:1 to 1:1) to afford 4-hydroxy-isothiochroman-7-carbonitrile; MS: (ESI) m/z 192.1 (M+H)+.

Provenance & Evidence