Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.

Abstract

Silica-supported H3PW12O40 (PW), the strongest heteropoly acid in the Keggin series, is an efficient, environmentally friendly heterogeneous catalyst for the liquid-phase isomerization of styrene oxide into phenylacetaldehyde, an industrially important intermediate for fine chemical synthesis. The reaction occurs in cyclohexane as a solvent under mild conditions at 25–70 ◦C with low catalyst loadings and without PW leaching in solution. At 60 ◦C, the yield of phenylacetaldehyde reaches 92% at 97% styrene oxide conversion, with a catalyst turnover number of 19 600. The catalyst can be recovered and reused.