hydrogenchloride; hydrogen; palladium on activated charcoal in ethanol 2 h;

1: potassium hydroxide, water / ethane-1,2-diol / 18 h / Heating 2: oxalyl chloride, DMF / benzene / 1 h / 20 °C 3: sodium hydrogen carbonate / CH2Cl2; H2O / 1.5 h 4: phosphorus oxychloride / acetonitrile / 0.42 h / Heating 5: sodium borohydride / methanol / 0.75 h / 0 °C 6: hydrogen, conc. hydrochloric acid / 10percent palladium-charcoal / ethanol / 2 h View Scheme

1: 70 percent / lithium aluminium hydride / tetrahydrofuran / 1.25 h / Heating 2: sodium hydrogen carbonate / CH2Cl2; H2O / 1.5 h 3: phosphorus oxychloride / acetonitrile / 0.42 h / Heating 4: sodium borohydride / methanol / 0.75 h / 0 °C 5: hydrogen, conc. hydrochloric acid / 10percent palladium-charcoal / ethanol / 2 h View Scheme

1: sodium hydrogen carbonate / CH2Cl2; H2O / 1.5 h 2: phosphorus oxychloride / acetonitrile / 0.42 h / Heating 3: sodium borohydride / methanol / 0.75 h / 0 °C 4: hydrogen, conc. hydrochloric acid / 10percent palladium-charcoal / ethanol / 2 h View Scheme

1: oxalyl chloride, DMF / benzene / 1 h / 20 °C 2: sodium hydrogen carbonate / CH2Cl2; H2O / 1.5 h 3: phosphorus oxychloride / acetonitrile / 0.42 h / Heating 4: sodium borohydride / methanol / 0.75 h / 0 °C 5: hydrogen, conc. hydrochloric acid / 10percent palladium-charcoal / ethanol / 2 h View Scheme

1: sodium hydrogen carbonate / CH2Cl2; H2O / 1.5 h 2: phosphorus oxychloride / acetonitrile / 0.42 h / Heating 3: sodium borohydride / methanol / 0.75 h / 0 °C 4: hydrogen, conc. hydrochloric acid / 10percent palladium-charcoal / ethanol / 2 h View Scheme

1: phosphorus oxychloride / acetonitrile / 0.42 h / Heating 2: sodium borohydride / methanol / 0.75 h / 0 °C 3: hydrogen, conc. hydrochloric acid / 10percent palladium-charcoal / ethanol / 2 h View Scheme

1: sodium borohydride / methanol / 0.75 h / 0 °C 2: hydrogen, conc. hydrochloric acid / 10percent palladium-charcoal / ethanol / 2 h View Scheme