A FACILE METHOD FOR PREPARATION OF THE OPTICALLY PURE 3-HYDROXYTETRADECANOIC ACID BY AN APPLICATION OF ASYMMETRICALLY MODIFIED NICKEL CATALYST
A FACILE METHOD FOR PREPARATION OF THE OPTICALLY PURE 3-HYDROXYTETRADECANOIC ACID BY AN APPLICATION OF ASYMMETRICALLY MODIFIED NICKEL CATALYST
复制标题
不对称改性镍催化剂简便制备光学纯3-羟基十四烷酸的方法
DOI：
10.1246/cl.1980.1125
复制
发表时间：
1980
影响因子：
1.6
通讯作者：
T. Shiba
中科院分区：
文献类型：
--
作者：
A. Tai;M. Nakahata;T. Harada;Y. Izumi;S. Kusumoto;M. Inage;T. Shiba
3-氧代十四烷酸甲酯在(R,R)-酒石酸-NaBr-改性镍上进行对映异构化氢化，得到(R)-3-羟基十四烷酸甲酯(III)，e.e.为85%。HI转化为3-羟基十四烷酸(I)的二环己基铵盐后， 将盐从乙腈中重结晶三次，然后用酸处理，以良好的收率得到光学纯的(R)-I。
The enantioface-differentiating hydrogenation of methyl 3-oxotetradecanoate over (R,R)-tartaric acid-NaBr-modified nickel gave methyl (R)-3-hydroxytetradecanoate(III) in 85% e.e.. After HI was converted to dicyclohexylammonium salt of 3-hydroxytetradecanoic acid (I), the salt was recrystallized three times from acetonitrile and was then treated with acid to give optically pure (R)-I in a good yield.