化学学报 ›› 1976, Vol. 34 ›› Issue (4): 295-300. 上一篇    下一篇

研究专题

苯乙烯氯化产物的水解——苯乙酸与α-乙氧基苯乙酸的新合成法

黄文魁1,2   

  1. 1. 兰州大学化学系;
    2. 兰州合成药厂
  • 投稿日期:1976-08-23 发布日期:2013-06-03

HYDROLYSIS OF CHLORINATED STYRENE——AN ALTERNATIVE ROUTE FOR THE SYNTHESIS OF PHENYLACETIC ACID AND α-ETHOXYPHENYLACETIC ACID

  1. 1. DEPARTMENT OF CHEMISTRY, LANCHOW UNIVERSITY;
    2. LANCHOW SYNTHETIC DRUGS FACTORY
  • Received:1976-08-23 Published:2013-06-03

苯乙烯在过氧化苯甲酰催化下100~110℃氯化,生成的粗产品的组成(13种成分,见图1与表1)虽复杂,但与氢氧化钠乙醇溶液于170℃,20公斤/平方厘米压力下反应2小时后的酸性产物较为简单,主要是苯乙酸(总产率56~63%)和α-乙氧基苯乙酸(总产率约7%)及少量苯甲酸(总产率约0.6%).以消耗的苯乙烯计算,酸性物质的总产率为63~71%.

A model experiment shows that phenylacetio acid may conveniently be formed from the alcoholic alkaline hydrolysis of α,β,β-trichloroethylbenzene at 170℃ under a pressure of 20 kg/cma with high yield, ca. 90%.In order to search a practical source of the latter, styrene is subjected to chlorination in the presence of 0.1% benzoyl peroxide at 100~110℃, which yields a mixture of thirteen constituents (Fig. 1 and Table 1).It is found that inspite of its highly complex composition, the crude chlorination product gives relatively simple acidic components, i.e., phenylacetio acid, a-ethoxyphenylacetic acid and benzoic acid, after hydrolysis under the samo conditions given above, with yields based upon styrene of 56~63%,ca. 7% and ca. 0.6%,respectively.