An efficient ring opening reaction of methyl epoxystearate promoted by synthetic acid saponite clays

作者：Guidotti Matteo^*; Psaro Rinaldo; Ravasio Nicoletta; Sgobba Maila; Carniato Fabio; Bisio Chiara; Gatti Giorgio; Marchese Leonardo

来源：Green Chemistry, 2009, 11(8): 1173-1178.

DOI：10.1039/b900863b

The acid-catalysed reaction of methyl 9,10-epoxystearate ring opening using synthetic saponite acid clay as catalyst, has been studied for the first time. In the presence of methanol, 90% of the epoxide substrate is converted after 5 min and the main reaction product is the vicinal hydroxyether, methyl methoxyhydroxystearate, with 84% of selectivity. In the absence of alcohol the ring opening reaction proceeds slower, leading to a mixture of methyl 9- and 10-oxostearate as main products, and a 9,10-epoxystearate conversion of 66% after 1 h. The performance of acid saponite, an environmentally benign catalyst, is exceedingly higher than those of strong mineral acids, such as H(2)SO(4), widely used for this reaction.

• 出版日期2009