Triacetoxyperiodinane → 1-(4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbaldehyde

Participants

Reaction Steps

A 100 mL round-bottomed flask was charged with (1-(4-(trifluoromethyl)phenyl)-1H-pyrazol-3-yl)methanol 64 (0.703 g, 2.90 mmol) and 10 mL CH2Cl2. To this solution was added Dess-Martin periodinane (1.60 g, 3.77 mmol). After stirring at room temperature for 30 min, the reaction was quenched with saturated aqueous sodium thiosulfate. The layers were separated and the organics were dried and concentrated. The concentrate was passed through a short pad of silica gel rinsing with 7:1 hexanes/EtOAc to give 1-(4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbaldehyde 65.

Provenance & Evidence