Sodium Bicarbonate → (2-Chloro-4-nitrophenyl)acetaldehyde

Participants

Reaction Steps

To a stirred suspension of 1,1,1-tris(acetyloxy)-1,1-dihydro-1,2-N-benzodioxol-3(1H)-one (Dess-Martin periodinane) (25.24 g, 59 mmol) in DCM (92 mL) was added a solution of 2-(2-chloro 4-nitro-phenyl)ethanol (10 g, 49 mmol) in DCM (30 mL) at RT. The reaction mixture was stirred for 3 hours at RT. After completion of reaction, sodium bicarbonate solution was added and the mixture was stirred for 15 minutes. The separated organic layer was washed with water (2×50 mL), dried (Na2SO4) and the solvent removed under reduced pressure to afford the title compound (9.5 g, 95%).

Provenance & Evidence