1-methyl-pyrrolidin-2-one T=50°C; 3.5 h;

N-bromosuccinmide in tetrachloromethane 13 h; HeatingIrradiation;

1: 23 percent / conc. H2SO4 / 2-methyl-propan-2-ol; CH2Cl2 / 72 h / Ambient temperature 2: 31 percent / N-bromosuccinimide / CCl4 / 13 h / Heating; Irradiation View Scheme

1: 16 percent / N-methylpyrrolidone / 3.5 h / 50 °C 2: 87 percent / H2 / palladium-on-carbon / ethyl acetate / 0.5 h 3: 69 percent / 45percent HBr, ion exchange resin / acetic acid / Ambient temperature View Scheme