sodium carbonate; bis-triphenylphosphine-palladium(II) chloride in water; methoxybenzene T=70 - 88°C; Suzuki Coupling; Inert atmosphere;

pyridine in 1,4-dioxane RefluxLarge scale; ConcentrationReagent/catalystSolventTemperatureTime;

1: AlCl3, aluminium chloride / 1,2-dichloro-ethane / 1.5 h / 45 - 50 °C / |Large scale 2: tin(ll) chloride / 2-methyl tetrahydrofuran / 60 °C / |Large scale 3: 4-(N,N-dimethlyamino)pyridine; triethylamine / 2-methyl tetrahydrofuran / 2 h / 9.3 °C / |Large scale 4: bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate / 2-methyl tetrahydrofuran; water / 3 h / 70 - 75 °C / |Inert atmosphere 5: pyridine / 1,4-dioxane / |Reflux; |Large scale View Scheme