1: 1.) KMnO4, 2.) HCl gas / 1.) H2O, 1 h, 2.) overnight 2: H2, conc. HCl / PtO2 / methanol / 6 h / 2585.7 Torr 3: triethylamine / CCl4 / 3 h / 0 - 20 °C 4: LiAlH4 / tetrahydrofuran / 18 h / Ambient temperature 5: triethylamine / tetrahydrofuran / 0.08 h 6: triethylamine / tetrahydrofuran; ethanol; H2O / 1 h / 55 °C 7: 195 mg / HBr gas / acetic acid / 1.5 h / 130 °C View Scheme

hydrogenchloride; potassium permanganate 1.) H2O, 1 h, 2.) overnight; Yield given. Multistep reaction;

potassium permanganate in water 1 h; Heating; Title compound not separated from byproducts;

potassium permanganate in water 1 h; Heating; Title compound not separated from byproducts;