Patent ID: 8729282
Filing Date: 2014-05-20
Classification: C07D

Abstract:
1. A process for the manufacture of a 1,2-epoxide, comprising: reacting a terminal olefin with an oxidant in the presence of a catalyst, in a biphasic system comprising an organic phase and an aqueous reaction medium, wherein the catalyst comprises a water-soluble manganese complex and the terminal olefin has a solubility at 20° C. of at least 0.01 to 100 g in 1 liter water, and wherein the molar ratio of the terminal olefin to the oxidant is in the range of from 1:0.1 to 1:1, wherein the water-soluble manganese complex comprises a mononuclear manganese complex of the formula (I): or a binuclear manganese complex of the formula (II): wherein Mn is a manganese; L or each L independently is a polydentate ligand; each X independently is a coordinating species and each μ−X independently is a bridging coordinating species, selected from the group consisting of: RO − , Cl − , Br − , I − , F − , NCS − , N 3 − , I 3 − , NH 3 , NR 3 , RCOO − , RSO 3 − , RSO 4 − , OH − , O 2− , HOO − , H 2 O, SH − , CN − , OCN − , and S 4 2− and combinations thereof, wherein R is a C 1 -C 20 radical selected from the group consisting of alkyl, cycloalkyl, aryl, benzyl and combinations thereof, and Y is an oxidatively-stable counterion.