sodium hydroxide in methanol T=20°C; 15 h;

1.1: KOt-Bu / tetrahydrofuran / 1 h / 80 °C 1.2: 85 percent / tetrahydrofuran / 0.5 h / 80 °C 2.1: 74 percent / H2 / 5percent Pd/C / ethanol; ethyl acetate / 0.67 h / 20 °C / 1900.13 Torr 3.1: 83 percent / aq. NaOH / methanol / 15 h / 20 °C View Scheme

phosphorus; hydrogen iodide