sodium hydride in dichloromethane; N,N-dimethyl-formamide Ambient temperature;

1: 60 percent / NBS, benzoylperoxide / CCl4 / 5 h / Heating; Irradiation 2: 40 percent / 0.2 N NaOH / methanol / Ambient temperature 3: 90 percent / H2 / PtO2, 80percent / methanol / 20 h / 25 °C / 735.5 Torr 4: 50 percent / 2,6-lutidine / benzene 5: 65 percent / NaH / dimethylformamide; CH2Cl2 / Ambient temperature View Scheme

1: 90 percent / H2 / PtO2, 80percent / methanol / 20 h / 25 °C / 735.5 Torr 2: 50 percent / 2,6-lutidine / benzene 3: 65 percent / NaH / dimethylformamide; CH2Cl2 / Ambient temperature View Scheme

1: 50 percent / 2,6-lutidine / benzene 2: 65 percent / NaH / dimethylformamide; CH2Cl2 / Ambient temperature View Scheme

sodium hydroxide; water in pyridine; methanol 24 h; Heating; Yield given;