Wormann Michael, Maier Martin E
Eberhard Karls Universität Tübingen, Institut für Organische Chemie Auf der Morgenstelle 18 72976 Tübingen Germany
RSC Adv. 2019 May 16;9(27):15314-15317. doi: 10.1039/c9ra02338k. eCollection 2019 May 14.
Reaction of triglycerides with trimethyl orthoformate in presence of camphorsulfonic acid (CSA) gave the fatty acid methyl esters (FAMEs, 4) in good yield. However, under these conditions, the protected glycerol could not be obtained. Formation of orthoesters 9 was possible in a separate reaction using very weak acidic conditions, namely catalytic amounts of pyridinium -toluenesulfonate (PPTS). Subjecting the orthoesters 9 to thermolysis at 270 °C gave allyl alcohol (11) with good efficiency.
甘油三酯与原甲酸三甲酯在樟脑磺酸(CSA)存在下反应,以良好的产率得到脂肪酸甲酯(FAMEs,4)。然而,在这些条件下,无法得到受保护的甘油。在使用非常弱的酸性条件(即催化量的吡啶对甲苯磺酸盐(PPTS))的单独反应中,可以形成原酸酯9。将原酸酯9在270℃下进行热解,能高效得到烯丙醇(11)。