Triacetoxyperiodinane → HCID 71226974, compound

Participants

Reaction Steps

To a solution of 3-fluoro-4-(3-hydroxypiperidin-1-yl)benzonitrile (2.4 g, 10.90 mmol) in CH2Cl2 (50 mL) was added Dess-Martin Periodinane (6.93 g, 16.35 mmol). The reaction was stirred at rt for 1 h. The reaction was then diluted with CH2Cl2, washed with aqueous 10% Na2S2O3, saturated aqueous Na2CO3 and saturated aqueous NaCl. The organic layer was dried over Na2SO4, filtered and concentrated. The resulting residue was purified using silica gel chromatography (ISCO system) eluting with a gradient of 0-50% EtOAc/Hex to give the product, 3-fluoro-4-(3-oxopiperidin-1-yl)benzonitrile, (730 mg, 3.35 mmol, 30.7% yield) as a white foam. Anal. Calcd. for C12H11FN2O m/z 218.2, found: 219.1 (M+H)+.

Provenance & Evidence