反应 #220840

反应方程式

hydrogen peroxide

methanesulfonic acid

1-oxyl-2,2,6,6-tetramethylpiperidin-4-ol

acetonitrile

→

title compound

收率 53.0%

1-Cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-ol

收率 53.0%

溶剂

water

cyclohexane

反应条件

后处理

1. 1
   温度maintained
2. 2
   温度at reflux
3. 3
   温度to cool slowly to room temperature
4. 4
   浓缩the organic layer is concentrated
5. 5
   其他purified by flash chromatography

实验过程

A solution of 0.404 g (1.1 mmol) of iron(II) ethylenediammonium sulfate tetrahydrate and 0.237 g (2.5 mmol) of methanesulfonic acid in 2 ml of water is added to a mixture of 5.00 g (29.0 mmol) of 1-oxyl-2,2,6,6-tetramethylpiperidin-4-ol, 38 ml of acetonitrile, and 24 ml of cyclohexane. The reaction mixture is heated to 50° C. A solution of 8.0 g (118 mmol) of 50% aqueous hydrogen peroxide is added to the reaction mixture dropwise over 4 hours while the temperature is brought to and maintained at reflux. After the peroxide is added, the reaction mixture is allowed to cool slowly to room temperature. The reaction mixture is stirred overnight at ambient temperature. The lower layer is discarded, and the organic layer is concentrated and purified by flash chromatography to afford 3.9 g (53% yield) of the title compound, a yellow solid. GC assay is greater than 99%.

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