A new, simple method for the preparation of several 4-( aryloxy )phenols (2a-d) and alkyl 2-(4-hydroxyphenoxy)propionates (3a,b) is described. These compounds are key precursors for the synthesis of important aryloxyphenoxypropionate herbicides (1a-d). The method uses the Elbs persulfate oxidation to convert phenol into 4-hydroxyphenyl sulfate (5). The free hydroxy group is then reacted with various aryl halides and alkyl 2-halopropionates. Mild hydrolysis of the sulfate group with boiling acetic acid then gives the products (2a-d) and (3a,b), generally in modest to good yield.
本文介绍了制备几种 4-(芳氧基)苯酚(2a-d)和 2-(4-羟基苯氧基)丙酸烷基酯(3a,b)的简单新方法。这些化合物是合成重要的芳氧基苯氧基丙酸酯类除草剂(1a-d)的关键前体。该方法使用 Elbs 过硫酸盐氧化法将苯酚转化为 4-羟基苯基硫酸盐 (5)。然后,游离羟基与各种芳基卤化物和 2-卤丙酸烷基酯反应。然后用沸腾的乙酸对硫酸基团进行温和的水解,得到产物(2a-d)和(3a,b),通常产率不高但也很好。