2-羟基-5-特辛基苯乙酮肟的合成  

Synthesis of 2-hydroxy-5-t-octylacetophenone Oxime

作　　者：于林华[1] 黎铉海[1] 李林艳[2] 曾中贤 范闽光[1] 徐盛明[2] 王学军[2] 刘欣[2] 

机构地区：[1]广西大学化学化工学院,广西南宁530004 [2]清华大学核能与新能源技术研究院,北京100084 [3]中核二七二铀业有限责任公司,湖南衡阳421004

出　　处：《湿法冶金》2014年第4期292-296,共5页Hydrometallurgy of China

基　　金：广西石化资源加工及过程强化技术重点实验室主任课题基金资助项目(K007)

摘　　要：研究了用4-特辛基酚、乙酰氯、三氯化铝、盐酸羟胺、异辛酸为原料,用四氯乙烷为溶剂,经3步反应合成2-羟基-5-特辛基苯乙酮肟。在AlCl3作用下,乙酸-(4-特辛基)-苯酯经过Fries重排合成2-羟基-5-特辛基苯乙酮,其优化的合成条件为:以四氯乙烷为溶剂,n(AlCl3)∶n(4-特辛基酚)=1.2∶1,反应温度120℃,反应时间6h。该条件下,2-羟基-5-特辛基苯乙酮的合成产率为90.8%(以辛基酚计),液相色谱纯度为89.2%。产物经IR、1 H-NMR表征确认。由于特辛基的位阻比壬基的高,相同条件下合成的2-羟基-5-特辛基苯乙酮肟的纯度明显比2-羟基-5-壬基苯乙酮肟高;此外,由于高位阻基团的存在,有望提高其对铜的反萃取性能。Using 4-tert-octylphenol,CH3 COCl,AlCl3,NH2OH·HCl,2-ethylhexanoic acid as reactants and tetrachlor-ethane as solvent,2-hydroxy-5-t-octylacetophenone oxime is synthesized through three steps of reaction.The key step is the Fries of 4-tert-octylphenyl acetate under the catalysis of AlCl3.The optimal synthesis conditions which affords 2-hydroxy-5-t-octylacetophenone of 90.8%yields and89.2%purities are as follows：n（AlCl3）∶ n（4-tert-octylpheno）=1.2∶1,θ=120 ℃,t=6h.The structure of the product is identified by IR and 1 H-NMR.The purity of 2-hydroxy-5-toctylacetophenone oxime is obviously higher than the nonyl-product under the same synthesis conditions presumably due to the high steric hindrance of tert-octyl.The produce is hopeful to improve the striping performance as copper extractant.

关 键 词：2-羟基-5-特辛基苯乙酮肟 铜萃取剂 FRIES重排 合成 

分 类 号：TQ203[化学工程—有机化工] TF811[冶金工程—有色金属冶金]