thionyl chloride in benzene 3 h; Heating;

1: SOCl2 / 1 h / 60 °C 2: CH2Cl2 / 1 h / 40 °C 3: 1.) NaNH2 / 1.) toluene, RT, 10 min, 2.) toluene, 40 min 4: H2O, ethan. KOH / ethanol / 24 h / Heating 5: SOCl2 / 3 h / 60 °C View Scheme

1: CH2Cl2 / 1 h / 40 °C 2: 1.) NaNH2 / 1.) toluene, RT, 10 min, 2.) toluene, 40 min 3: H2O, ethan. KOH / ethanol / 24 h / Heating 4: SOCl2 / 3 h / 60 °C View Scheme