1: 50 percent / 1) POCl3 / 1) 1,2-dichloroethane, reflux, 30 min, 2) 50-60 deg C, 2 h 2: 60 percent / triton B / tetrahydrofuran / 4 h / Heating 3: 35 percent / HCl / ethanol / 70 h / Ambient temperature 4: 95.2 percent / 10percent aq. NaOH / 0.5 h / Heating View Scheme

titanium tetrachloride in dichloromethane T=25°C; 2 h;

1: 4-MeC6H4CONMe2 With bis(trichloromethyl) carbonate in tetrachloromethane T=0°C; 2: 1-methyl-pyrrole in tetrachloromethane T=40 - 50°C; Vilsmeier-Haack reaction; 1 h; 3: With sodium hydroxide in tetrachloromethane

1: 91 percent / Et3N / tetrahydrofuran / Heating 2: 90 percent / TiCl4 / CH2Cl2 / 2 h / 25 °C View Scheme

trichlorophosphate 1) RT, 4 h, 2) 1,2-dichloroethane, 40 h; Yield given. Multistep reaction;

1: 50 percent / 1) POCl3 / 1) 1,2-dichloroethane, reflux, 30 min, 2) 50-60 deg C, 2 h 2: 60 percent / triton B / tetrahydrofuran / 4 h / Heating View Scheme