1: 2.) H2 / 1.) Ra Ni, 2.) 5percent Rh/C / 1.) EtOH, RT, 0.5 h, 2.) MeOH, 6 h 2: N-bromosuccinimide (NBS) / CCl4 / 18 h / Heating View Scheme

hydrogen; Rh on carbon; nickel 1.) EtOH, RT, 0.5 h, 2.) MeOH, 6 h; Multistep reaction;

1: 2.) H2 / 1.) Ra Ni, 2.) 5percent Rh/C / 1.) EtOH, RT, 0.5 h, 2.) MeOH, 6 h 2: N-bromosuccinimide (NBS) / CCl4 / 18 h / Heating View Scheme

1: 2.) H2 / 1.) Ra Ni, 2.) 5percent Rh/C / 1.) EtOH, RT, 0.5 h, 2.) MeOH, 6 h 2: N-bromosuccinimide (NBS) / CCl4 / 18 h / Heating 3: 92 percent / H2 / 5percent Rh/C / methanol; acetic acid / 2.2 h / Ambient temperature View Scheme

1: 2.) H2 / 1.) Ra Ni, 2.) 5percent Rh/C / 1.) EtOH, RT, 0.5 h, 2.) MeOH, 6 h 2: N-bromosuccinimide (NBS) / CCl4 / 18 h / Heating 3: 92 percent / H2 / 5percent Rh/C / methanol; acetic acid / 2.2 h / Ambient temperature 4: 70 percent / HCl (gas) / ethanol / 19 h / 0 °C 5: 0.8 g / NaH, ethyl glycolate / dimethylsulfoxide / 18 h / Ambient temperature 6: 0.35 g / diethyl ether / 5 °C View Scheme