Nowadays, the development of chemical processes using environmentally friendly solvents is of high importance. As an alternative to conventional reaction media based on organic solvents, we show a novel aqueous surfactant-based process concept which is used for the three step synthesis of the fungicide Boscalid®. By applying three phase microemulsion systems for the Suzuki coupling reaction, the first step within the Boscalid® synthesis, a simple product and catalyst separation can be achieved, whereby the water-soluble homogeneous Pd/SPhos catalyst complex can be reused several times.Together with an easily recyclable heterogeneous PtIr@TiO 2 catalyst, which is applied for the hydrogenation reaction in the second step, followed by base-assisted condensation to the final product Boscalid® in the third step, overall yields up to 90% are achievable for the whole reaction sequence. This result was obtained without any purification step in between that requires the use of further solvents. In this way the total synthesis costs can be reduced and solvent wastage can be avoided.
The micelle–water partition coefficient K
MW is measured for itaconic acid and some of its esters for micellar solutions of the surfactants sodium dodecyl sulfate (SDS), cetyltrimethylammonium bromide (CTAB), and t-octylphenoxypolyethoxyethanol (Triton X-100). Additionally, K
MW is predicted using the conductor-like screening model for real solvents (COSMO-RS) and calculated from log K
MW–log K
OW relations. We find that, because of the increasing length of the alkyl chain in the ester, K
MW increases, and the COSMO-RS predicted values agree well with the experimental ones. Furthermore, COSMO-RS is used to screen the partitioning of the esters in micellar solutions of a homologous series of surfactants (NaC
n
S, n = 8–16). For hydrophobic solutes, we predicted an increase in K
MW with increasing n, while for less hydrophobic solutes, K
MW is constant.
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