in diethyl ether T=0°C;

1: SOCl2 / 3 h / Ambient temperature 2: 71 percent / Et3N / diethyl ether View Scheme

1: 1.) Mg / 1) THF, 80 deg C, 45 min; 2) diethyl ether 2: 77 percent / thionyl chloride / 4 h / Ambient temperature 3: 98 percent / diethyl ether / 0 °C View Scheme

1: 67 percent / isoamyl nitrite / 0.5 h / 60 °C 2: 1.) Mg / 1) THF, 80 deg C, 45 min; 2) diethyl ether 3: 77 percent / thionyl chloride / 4 h / Ambient temperature 4: 98 percent / diethyl ether / 0 °C View Scheme