反应详情

温度

61 °C

A solution of 0.077 g (0.39 mmol) of ferrous chloride tetrahydrate in 2.2 g of water is added to a mixture of 5.00 g (18.1 mmol) of 1-oxyl-4-benzoyloxy-2,2,6,6-tetramethylpiperidine, 16 ml of t-butylbenzene, and 28 ml of acetonitrile that has been heated to 61° C. A solution of 5.03 g (74 mmol) of 50% aqueous hydrogen peroxide is added dropwise over 2 hours to the reaction mixture while the temperature is maintained at 65°. After the peroxide is added, the mixture is stirred for 1.25 hours at 65°. The reaction mixture is cooled to 30° and stirred with 20 ml of 10% aqueous sodium sulfite solution to decompose excess peroxide. The crude reaction mixture is diluted with ethyl acetate, and the organic layer is concentrated. Purification by flash chromatography with 100:1 and then 25:1 heptane-ethyl acetate affords 0.75 g (10% yield) of the title compound, a pale yellow oil. Structure is confirmed by NMR and mass spectrometry.

1. temperatureis maintained at 65°
2. temperatureThe reaction mixture is cooled to 30°
3. customThe crude reaction mixture
4. concentrationthe organic layer is concentrated
5. customPurification by flash chromatography with 100:1