在温和的条件下,将芳基乙烯氧化成相应的芳基乙酸,此方法无需过渡金属参与,所使用的氧化剂为Oxone/I2,避免了毒性大的氧化剂,而且后处理操作简单。
Typical procedure for the oxidative conversion of styrene (1a) to phenyl acetic acid (2a)
To a oven dried doubled necked round bottom flask charged with 4 mL of 1,2-dimethoxy ethane (DME) and 1 mL of water was added I2(0.025 g; 10 mol%) and styrene (1a) (0.104 g, 0.114 mL; 1 mmol). The mixture was stirred for 1 min and the oxone (1.229 g; 2 mmol) was slowly added and continued the stirring at room temperature. The reaction was stopped after 6 h (after completion of the reaction indicated by TLC). The product mixture was extracted with ethyl acetate (3 x 25 mL) and the combined organic layers treated with 5% aqueous sodium thiosulfate (5 mL) solution. Next, the organic layer was dried over anhydrous Na2SO4. The solvent was removed on vacuo and the residue was purified by column chromatography (on silica gel using n-hexane-ethyl acetate as eluent) to yield 2a in 0.120 g (88%) as colourless solid.
RSC Adv., 2016,6, 6719-6723
标签: 乙酸
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