1-Oxo-2,3-Dihydro-1H-Indene-4-Carbonitrile → 1-hydroxy-2,3-dihydro-1H-indene-4-carbonitrile

Participants

Reaction Steps

To a stirred suspension of 1-oxo-2,3-dihydro-1H-indene-4-carbonitrile (1.2 g, 7.64 mmol) and silica gel (catalytic) in EtOH at 0° C. was added NaBH4 (237.2 mg, 7.64 mmol). The reaction was allowed to warm to room temperature and stirred for 2 h. The solvent was removed under reduced pressure, and the product was purified by chromatography (50% EA/hexane) to afford 1.02 g (82.3%) of 1-hydroxy-2,3-dihydro-1H-indene-4-carbonitrile as white solid. LCMS-ESI (m/z) calculated for C10H9NO; 159.18; found 160.1 [M+H]+, tR=2.39 min.

Provenance & Evidence