Hydrogen Peroxide → Pyridine, 3-ethyl-, 1-oxide

Temperature

80 °C

A mixture of 10.0 g of 3-ethylpyridine, 60 ml of acetic acid and 12 ml of 30% hydrogen peroxide solution was stirred while heating at 80° C. for 2.5 hours. To the reaction mixture, 7 ml of 30% hydrogen peroxide solution was added, and the reaction mixture was stirred while heating at 80° C. for further seven hours. The reaction mixture was cooled to room temperature, and sodium carbonate was added to the reaction mixture in small portions. The reaction mixture was filtered, and washed with ethyl acetate. The resultant filtrate was washed with a saturated aqueous solution of sodium hydrogensulfite and a saturated sodium chloride solution, dried over anhydrous water sodium carbonate. Activated carbon was added, followed by filtration through Celite™. The filtrate was concentrated under reduced pressure to give 6.0 g of 3-ethylpyridine N-oxide.

1. stirringthe reaction mixture was stirred
2. temperaturewhile heating at 80° C. for further seven hours
3. temperatureThe reaction mixture was cooled to room temperature
4. filtrationThe reaction mixture was filtered
5. washwashed with ethyl acetate
6. washThe resultant filtrate was washed with a saturated aqueous solution of sodium hydrogensulfite
7. dry with materiala saturated sodium chloride solution, dried over anhydrous water sodium carbonate
8. additionActivated carbon was added
9. filtrationfollowed by filtration through Celite™
10. concentrationThe filtrate was concentrated under reduced pressure

ORD record

ord-84c65643d061484d9cb60d75e905078c

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08445522B2