thionyl chloride in dichloromethane

1: 94 percent / K2CO3 / acetone / 24 h / Heating 2: 95 percent / LiAlH4 / tetrahydrofuran / a) RT, 1 h, b) reflux, 0.5 h 3: 88 percent / SOCl2 / tetrahydrofuran / 0.17 h / Ambient temperature View Scheme

1: 95 percent / LiAlH4 / tetrahydrofuran / a) RT, 1 h, b) reflux, 0.5 h 2: 88 percent / SOCl2 / tetrahydrofuran / 0.17 h / Ambient temperature View Scheme

1: 94 percent / K2CO3 / acetone / 24 h / Heating 2: 95 percent / LiAlH4 / tetrahydrofuran / a) RT, 1 h, b) reflux, 0.5 h 3: 88 percent / SOCl2 / tetrahydrofuran / 0.17 h / Ambient temperature View Scheme