acetic acid T=80°C; 4 h;

1: 1.) NaH / 1.) DMF, RT, 5 min, 2.) 100 deg C, 18 h 2: 54 percent / Raney Ni / ethanol / 18 h / Heating 4: 85 percent / tosyl chloride, pyridine / Ambient temperature 5: 77 percent / 80percent aq. AcOH / 4 h / 80 °C View Scheme

1: 54 percent / Raney Ni / ethanol / 18 h / Heating 3: 85 percent / tosyl chloride, pyridine / Ambient temperature 4: 77 percent / 80percent aq. AcOH / 4 h / 80 °C View Scheme

1: 85 percent / tosyl chloride, pyridine / Ambient temperature 2: 77 percent / 80percent aq. AcOH / 4 h / 80 °C View Scheme