hydrogenchloride; sodium nitrite 1 h; Ambient temperature;

triethyloxonium tetra-fluoroborate in dichloromethane T=-10°C; 16 h;

in toluene 1 h; Heating;

1: SOCl2 / benzene / 4 h / Heating 2: 96 percent / tetrahydrofuran / 2 h / -78 deg C to room temp. 3: 64 percent Spectr. / (Me3Si)2NH / tetrahydrofuran / 15 h / 18 °C 4: 35 percent / Et3O(1+)*BF4(1-) / CH2Cl2 / 16 h / -10 °C View Scheme

1: 96 percent / tetrahydrofuran / 2 h / -78 deg C to room temp. 2: 64 percent Spectr. / (Me3Si)2NH / tetrahydrofuran / 15 h / 18 °C 3: 35 percent / Et3O(1+)*BF4(1-) / CH2Cl2 / 16 h / -10 °C View Scheme

in benzene 0.333333 h; Heatingrate of thermal conversion;