1: 90 percent / conc. HCl / ethanol / 1 h / 80 °C 2: 94 percent / chloranil / toluene / 1.5 h / Heating 3: 89 percent / 1N-NaOH / dioxane / 1 h / Heating 4: 92 percent / m-chloroperoxybenzoic acid / CHCl3 / 1 h / Ambient temperature; excess of reagent 5: 68 percent / triethylamine / acetonitrile / 0.5 h / Heating View Scheme

With  ethanol; sodium hydride in  toluene 2 h;  Ambient temperature;   

With  hydrogenchloride in  ethanol T=80°C; 1 h;