1: 88 percent / H2 / Pd-C / methanol / 1 h / Ambient temperature 2: 2.) M NaOH, 3.) M LiOH / 1.) pyridine, 37 deg C, 24 h; 2.) water, room temp., 1 h View Scheme

Multi-step reaction with 4 steps 1: H2 / 10percent Pd-C / acetic acid / 24 h / 2587.7 Torr / Ambient temperature2: pyridine / 24 h / Ambient temperature3: 85 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 44 h / 50 °C4: 32 percent / 1,2-dichloro-ethane / 24 h / Ambient temperature  

Multi-step reaction with 5 steps 1: 59 percent / tetrabutylammonium fluoride / acetonitrile / 72 h / Heating2: H2 / 10percent Pd-C / acetic acid / 24 h / 2587.7 Torr / Ambient temperature3: pyridine / 24 h / Ambient temperature4: 85 percent / trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 44 h / 50 °C5: 32 percent / 1,2-dichloro-ethane / 24 h / Ambient temperature  

With  hydrogen; palladium on activated charcoal in  methanol 1 h;  Ambient temperature;