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

1.93 g of 3-cyclopropylpyridine (synthesized according to a method disclosed in Tetrahedron Lett. 2002, 39, 6987-6990) was dissolved in 15 mL of acetic acid, then 2.4 g of hydrogen peroxide solution (31%) was added thereto, and heated overnight under reflux. The reaction mixture was concentrated under reduced pressure, the obtained residue was dissolved in chloroform, and washed with a saturated aqueous solution of sodium hydrogen carbonate and water in the subsequent order. The organic layer was dried over anhydrous sodium sulfate. The insolubles were filtered, the filtrate was concentrated under reduced pressure, and 1.47 g of 3-cyclopropylpyridine 1-oxide [121-1] was obtained as a brown oily product.

1. temperatureheated overnight
2. temperatureunder reflux
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. dissolutionthe obtained residue was dissolved in chloroform
5. washwashed with a saturated aqueous solution of sodium hydrogen carbonate and water in the subsequent order
6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
7. filtrationThe insolubles were filtered
8. concentrationthe filtrate was concentrated under reduced pressure

ORD record

ord-86cfe41842d04ccc9becbbdf8de00f38

Source dataset

uspto-grants-2010_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07718801B2