1: 85.4 percent / NaOH / pyridine; methanol / 0.08 h / 20 °C 2: 79 percent / Raney-Ni / H2O / 6 h / Heating View Scheme

1: K2CO3 / dimethylformamide 2: KMnO4 / acetic acid; H2O / 2 h 3: 78.9 percent / 50percent NaH / tetrahydrofuran / 6 h / Heating; investigation of the reaction with carbon nucleophiles 4: 9 percent / 0.05N NaOH / ethanol / 0.5 h / 60 °C View Scheme

1: K2CO3 / dimethylformamide 2: KMnO4 / acetic acid; H2O / 2 h 3: 78.9 percent / 50percent NaH / tetrahydrofuran / 6 h / Heating; investigation of the reaction with carbon nucleophiles 4: 85 percent / 0.05N NaOH / ethanol / 0.5 h / 60 °C 5: NaOEt / ethanol / Ambient temperature 6: 1.) 0.1N NaOH, 2.) HCl / 1.) r.t., 2 h, 2) r.t., 2 h, pH 3.5-4.0 View Scheme