Hydrogen Peroxide → HCID 54199337, compound

A solution of 11.0 g (47 mmol) of 2-n-undecylpyridine and 8 ml of an aqueous 35% hydrogen peroxide dissolved in 30 ml of glacial acetic acid was heated at 70° to 80° C. for 3 hours, and further 3 ml of the aqueous hydrogen peroxide was added, followed by heating at the same temperature for 9 hours. After cooling, the mixture was concentrated under a reduced pressure to about a half amount, and 50 ml of water was added and the mixture concentrated to a half amount (repeated twice). The concentrate was extracted with diethyl ether and washed with an aqueous sodium hydrogen carbonate solution. The product was dried over anhydrous sodium sulfate and concentrated under a reduced pressure. The residue was purified by separation by silica gel column chromatography (ethyl acetate→methanol:ethyl acetate=15:85) to give 10.7 g of the desired product (yield 91.0%).

1. temperaturewas heated at 70° to 80° C. for 3 hours
2. temperatureby heating at the same temperature for 9 hours
3. temperatureAfter cooling
4. concentrationthe mixture was concentrated under a reduced pressure to about a half amount, and 50 ml of water
5. additionwas added
6. concentrationthe mixture concentrated to a half amount (
7. extractionThe concentrate was extracted with diethyl ether
8. washwashed with an aqueous sodium hydrogen carbonate solution
9. dry with materialThe product was dried over anhydrous sodium sulfate
10. concentrationconcentrated under a reduced pressure
11. customThe residue was purified by separation by silica gel column chromatography (ethyl acetate→methanol:ethyl acetate=15:85)

ORD record

ord-85dfa946f33d4e1b8d13af6e1d22b804

Source dataset

uspto-grants-1993_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05219847