1.1: 92 percent / SOCl2 / CCl4 / 4 h / Heating 2.1: 86 percent / NaIO4; RuCl3 / acetonitrile; CCl4; H2O / 7 h / 40 °C 3.1: NaN3 / dimethylformamide / 48 h / 50 °C 3.2: H2SO4 / H2O / 48 h / 20 °C View Scheme

thionyl chloride in tetrachloromethane 4 h; Heating;

1: 90 percent / SOCl2 / CCl4 / 4 h / Heating 2: 75 percent / NaN3 / dimethylformamide / 48 h / 50 °C 3: H2 / Pd/C / methanol / 24 h / 20 °C 4: 5.64 g / Na2CO3*10H2O / H2O; tetrahydrofuran / 19 h / 20 °C View Scheme