1: 82 percent / HCl / methanol / 1.5 h / Heating 2: 74 percent / Li, liq. NH3, NH4Cl / tetrahydrofuran / 5 h View Scheme

1: 2.4 g / concd. HCl / methanol / 2 h / Heating 2: 2.2 g / H2 / 10percent Pd/C / KOH; methanol / 12 h / Ambient temperature 3: 10 O3, pyridine 2) glacial acetic acid, Zn 4: 32 mg / Jones reagent / acetone / 0.08 h / 0 °C View Scheme

1: 2.4 g / concd. HCl / methanol / 2 h / Heating 2: 2.2 g / H2 / 10percent Pd/C / KOH; methanol / 12 h / Ambient temperature 3: 10 O3, pyridine 2) glacial acetic acid, Zn View Scheme