1: LiAlH4 / tetrahydrofuran / 24 h / Ambient temperature 2: pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme

Multi-step reaction with 4 steps 1: NaI / acetic acid / 3 h / Heating2: Na, CH3OH / 0.08 h3: 61 percent / xylene / 168 h / Heating4: 1.) SnCl4 / 1.) CH2Cl2, -78 deg C, 15 min 2.) 20 h, room temp.  

Multi-step reaction with 4 steps 1: NaI / acetic acid / 3 h / Heating2: Na, CH3OH / 0.08 h3: 61 percent / xylene / 168 h / Heating4: 1.) SnCl4 / 1.) CH2Cl2, -78 deg C, 15 min 2.) 20 h, room temp.  

Multi-step reaction with 3 steps 1: Na, CH3OH / 0.08 h2: 61 percent / xylene / 168 h / Heating3: 1.) SnCl4 / 1.) CH2Cl2, -78 deg C, 15 min 2.) 20 h, room temp.  

Multi-step reaction with 2 steps 1: 61 percent / xylene / 168 h / Heating2: 1.) SnCl4 / 1.) CH2Cl2, -78 deg C, 15 min 2.) 20 h, room temp.