芳基乙烯氧化成芳基乙酸

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芳基乙烯氧化成芳基乙酸

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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