2,3-Lutidine → Pyridine, 2,3-dimethyl-, 1-oxide

Participants

Reaction Conditions

Reaction Steps

To the 2,3-dimethylpyridine (15.0 g, 140 mmol) in CHCl3 (40 mL) at 0° C. was slowly added a CHCl3 (200 mL) solution of m-chloroperbenzoic acid (21.5 g, 154 mmol). The mixture was stirred 1 hour at 0° C., the ice bath was removed and stirring continued another hour. Calcium hydroxide (26 g, 350 mmol) was added and the slurry was vigorously stirred 4.5 hours before filtering through celite. The cake was thoroughly washed with CH2Cl2. Evaporation of the solvents left an oily solid that was swished in Et2O giving 8.71 g of desired product which was used without further purification.

Provenance & Evidence