Hydrogen Peroxide → 4-(Methoxycarbonyl)pyridine 1-oxide

Temperature

80 °C

To a solution of hydrogen peroxide (43 mL) in 250 mL of acetic acid was added methyl isonicotinate. The reaction mixture was stirred at 80° C. overnight (about eighteen hours). The solution was concentrated to about 50 mL, water was added and the mixture was saturated with sodium carbonate. The aqueous phase was extracted with methylene chloride. The organic layer was washed with brine, dried over magnesium sulfate and filtered. The filtrate was concentrated and trituated with hexane. The resulting precipitate was filtered and air-dried to give 24.5 g (65% yield) of product as a white solid: mp: 118-120° C.

1. concentrationThe solution was concentrated to about 50 mL, water
2. additionwas added
3. extractionThe aqueous phase was extracted with methylene chloride
4. washThe organic layer was washed with brine
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. concentrationThe filtrate was concentrated
8. filtrationThe resulting precipitate was filtered
9. customair-dried

ORD record

ord-a0e52a6c34ae4d68bba3638779c67054

Source dataset

uspto-grants-2003_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06509361B1