1: 93 percent / NaNO2, NaOH / methanol / 0 °C 2: 62 percent / Et3N / CH2Cl2 / Ambient temperature 3: 98 percent / Bu3SnH, AIBN / benzene / Heating View Scheme

sodium hydroxide; sulfuric acid 1.) ethanol, room temperature, 5 min, 2.) n-pentane, 0 deg C, 1 h; Yield given. Multistep reaction;