1: 99 percent / I2 / CHCl3 / 18 h / Ambient temperature 2: 36 percent / Na, MeOH / CuI2 / various solvent(s) / 16 h / Heating 3: 78 percent / 48percent HBr / 2 h / Heating 4: 68 percent / H2O, AgCl / 0.33 h / Heating View Scheme

With  iodine in  chloroform 18 h;  Ambient temperature;   

Multi-step reaction with 2 steps 1: 99 percent / I2 / CHCl3 / 18 h / Ambient temperature2: 36 percent / Na, MeOH / CuI2 / various solvent(s) / 16 h / Heating