邻氟苯丙酮的合成研究

Synthesis of 2′-fluoropropiophenone

设计了 3条邻氟苯丙酮合成路线 ,经比较确定了从邻甲苯胺出发 ,经西曼反应制得邻氟甲苯 ,再经过侧链氯化和水解得到邻氟苯甲醛 ,通过格氏反应得到邻氟苯丙醇 ,经过氧化制得邻氟苯丙酮。对此合成路线的各步工艺条件进行了优化 ,总收率达到 40 8%,纯度为 99 4 %,该法具有很好的经济效益和应用前景。

A new method for synthesizing of 2′-fluoropropiophenone was described starting with o-tolidine,which was converted to o-fluorotoluene through the Schiemann-reaction;then the o-fluorotoluene was converted to o-fluorobenzaldehyde via side-chain chlorination and hydrolysis;and the then o-fluorobenzaldehyde to o-fluorophenyl-1-propanol via the Grignard reaction.By oxidization of o-fluorophenyl-1-propanol with a mixture of chromic acid and sulfuric acid,2′-fluoropropiophenone was obtained.The overall yield was 40.8%,the purity of the 2′-fluoropropiophenone was 99.4%.