(2-Chloro-phenyl)-[3-(2-trimethylsilanyl-ethoxymethoxy)-pyridin-2-yl]-methanol → (2-Chloro-phenyl)-[3-(2-trimethylsilanyl-ethoxymethoxy)-pyridin-2-yl]-methanone

Participants

Reaction Steps

Add manganese oxide (II) (463 mg, 5.33 mmol) to a solution of (2-chloro-phenyl)-[3-(2-trimethylsilanyl-ethoxymethoxy)-pyridin-2-yl]-methanol (390 mg, 1.07 mmol) in toluene (20 mL), heat to reflux overnight. Filter mixture through Celite® and concentrate. Purify the residue by flash chromatography on silica gel eluting with 0-20% EtOAc/hexanes to afford the title compound (195 mg, 49%) as pink oil. MS(IS) 364 (M+1). TLC: Rf=0.45 (35% EtOAc/hexanes).

Provenance & Evidence