methyl iodide T=120°C;

1: 90 percent / methyl iodide / 96 h / 110 °C 2: 87 percent / potassium hydroxide / methanol; CH2Cl2 / 2 h View Scheme

1.1: iodomethane / 120 °C 2.1: 88 percent / copper(I) iodide; triethylamine; PdCl2(PPh3)2 3.1: iodomethane / 120 °C 4.1: copper(I) iodide; triethylamine; PdCl2(PPh3)2 5.1: iodomethane / 120 °C 6.1: potassium carbonate / methanol; diethyl ether 7.1: tetrabutylammonium fluoride / tetrahydrofuran / 20 °C 7.2: copper(I) iodide; bis(dibenzylideneacetone)palladium(0); triphenylphosphine / triethylamine View Scheme