Chemistry Department, Lleida University, 25198-Lleida, Spain.
Molecules. 2009 Oct 23;14(10):4275-83. doi: 10.3390/molecules14104275.
Preparation of (S)-1-chloro-2-octanol and (S)-1-bromo-2-octanol was carried out by the enzymatic hydrolysis of halohydrin palmitates using biocatalysts. Halohydrin palmitates were prepared by various methods from palmitic acid and 1,2-octanediol. A tandem hydrolysis was carried out using lipases from Candida antarctica (Novozym 435), Rhizomucor miehei (Lipozyme IM), and "resting cells" from a Rhizopus oryzae strain that was not mycotoxigenic. The influence of the enzyme and the reaction medium on the selective hydrolysis of isomeric mixtures of halohydrin esters is described. Novozym 435 allowed preparation of (S)-1-chloro-2-octanol and (S)-1-bromo-2-octanol after 1-3 h of reaction at 40 degrees C in [BMIM][PF(6)].
（S）-1-氯-2-辛醇和（S）-1-溴-2-辛醇的制备是通过用生物催化剂水解卤代醇棕榈酸酯来进行的。卤代醇棕榈酸酯可以通过各种方法从棕榈酸和 1,2-辛二醇制备得到。使用来自南极假丝酵母（诺维信 435）、米根霉（Lipozyme IM）的脂肪酶和非产真菌毒素的米根霉菌株的“休止细胞”进行串联水解。描述了酶和反应介质对卤代醇酯异构体混合物的选择性水解的影响。诺维信 435 允许在 [BMIM][PF(6)]中于 40°C 反应 1-3 小时后制备（S）-1-氯-2-辛醇和（S）-1-溴-2-辛醇。
