1: 17 percent / AlCl3 / CH2Cl2 / 0.33 h / 0 °C 2: 93 percent / LiAlH4 / tetrahydrofuran / 0.25 h / Ambient temperature 3: 1) thionyl chloride / 1) CH3CN, 0 deg C, 1 h, 2) CH3CN, room temperature, 1.5 h View Scheme

1: 93 percent / LiAlH4 / tetrahydrofuran / 0.25 h / Ambient temperature 2: 1) thionyl chloride / 1) CH3CN, 0 deg C, 1 h, 2) CH3CN, room temperature, 1.5 h View Scheme

1: 17 percent / AlCl3 / CH2Cl2 / 0.33 h / 0 °C 2: 93 percent / LiAlH4 / tetrahydrofuran / 0.25 h / Ambient temperature 3: 1) thionyl chloride / 1) CH3CN, 0 deg C, 1 h, 2) CH3CN, room temperature, 1.5 h View Scheme

thionyl chloride 1) CH3CN, 0 deg C, 1 h, 2) CH3CN, room temperature, 1.5 h; Yield given. Multistep reaction;