Potassium Carbonate → Azoxystrobin

Participants

Reaction Conditions

Reaction Steps

Methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropanoate in methylcyclohexane/chloromethoxypyrimidine (200.9 g, 59.91% strength) was vacuum distilled to leave the propanoate melt. A solution of the potassium salt of 2-cyanophenol was then prepared by mixing 2-cyanophenol (53.2 g) and potassium carbonate (81.2 g) in water (275 g). This solution was added to the methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropanoate melt, which had previously been cooled to 90° C. Potassium fluoride (15.9 g) and tetrabutylammonium bromide (21.5 g) was then added to the reaction solution. The resulting mixture was stirred at 105° C. for 23 hours. Any distillates were allowed to come off under atmospheric conditions. (E)-methyl 2-[2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate was produced (77.9 area %).

Provenance & Evidence