3-Ethyl-2-methylpyridine → 3-Ethyl-2-methylpyridine1-oxide

First, 3-ethyl-2-methylpyridine (7.25 g, 59.8 mmol) was dissolved in dichloromethane (dehydrated)(100 ml) and 3-chloroperbenzoic acid (19.0 g, 71.6 mmol, as the content was regarded as 65%) was added in a nitrogen atmosphere at ice-cooling temperature. The mixture was stirred at room temperature for 90 hours. To the reaction mixture, a saturated aqueous sodium hydrogen carbonate solution was added. The aqueous layer was extracted twice with dichloromethane and three times with chloroform. The organic layers were combined, dried over anhydrous magnesium sulfate, filtrated and concentrated. The residue was purified by silica gel column chromatography (silica gel: 100 g, elution solvent: heptane, ethyl acetate/methanol=10/1) to obtain the title compound (7.35 g, yield: 89.6%) as a reddish solid.

1. additionwas added in a nitrogen atmosphere at ice-
2. temperaturecooling temperature
3. extractionThe aqueous layer was extracted twice with dichloromethane and three times with chloroform
4. dry with materialdried over anhydrous magnesium sulfate
5. filtrationfiltrated
6. concentrationconcentrated
7. customThe residue was purified by silica gel column chromatography (silica gel: 100 g, elution solvent: heptane, ethyl acetate/methanol=10/1)

ORDレコード

ord-8aabbf1aa12a4bc8be4bfd05ef2cb690

出典データセット

uspto-grants-2008_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07425634B2