Hydrogen Peroxide → 4-(tert-Butyl)pyridine 1-Oxide

Participants

Reaction Conditions

Reaction Steps

In a round-bottomed flask, 4-tert-butylpyridine (1.5 g, 11.1 mmol) was dissolved in acetic acid (9 mL) and hydrogen peroxide (30 wt. % solution in water, 6.0 mL, 58.7 mmol) was added. The colorless solution was stirred at 90° C. overnight. The reaction mixture was cooled to room temperature and concentrated. The residue was poured onto ˜40 mL saturated Na2CO3 solution and extracted with 100 mL dichloromethane (2×). The organic layers were combined, dried over sodium sulfate, filtered and concentrated to afford 1.75 g (99%) of 4-tert-butylpyridine N-oxide as light yellow solid.

Provenance & Evidence