hydrogenchloride in chloroform T=0°C; 0.5 h;

1: 1.) hexamethyldisilazane, amonium sulfate / 1.) reflux, 3 h, 2.) chloroform, reflux, 24 h 2: 88 percent / NH3 / methanol / 24 h / Ambient temperature 3: 1.) pyridine / 1.) 100-110 deg C, 2 h, 2.) a) 0 deg C, 72 h, b) RT, 5 h 4: aq. NaOH / ethanol / 1.25 h / Heating 5: aq. NaOH / ethanol / 1.25 h / Heating 6: 64 percent / HCl / CHCl3 / 0.5 h / 0 °C View Scheme

1: 88 percent / NH3 / methanol / 24 h / Ambient temperature 2: 1.) pyridine / 1.) 100-110 deg C, 2 h, 2.) a) 0 deg C, 72 h, b) RT, 5 h 3: aq. NaOH / ethanol / 1.25 h / Heating 4: aq. NaOH / ethanol / 1.25 h / Heating 5: 64 percent / HCl / CHCl3 / 0.5 h / 0 °C View Scheme

1: 1.) pyridine / 1.) 100-110 deg C, 2 h, 2.) a) 0 deg C, 72 h, b) RT, 5 h 2: aq. NaOH / ethanol / 1.25 h / Heating 3: aq. NaOH / ethanol / 1.25 h / Heating 4: 64 percent / HCl / CHCl3 / 0.5 h / 0 °C View Scheme