1: 100 percent / H2 / 5percent Pd-C / ethyl acetate / 20 h / Ambient temperature 2: 91 percent / pyridinium dichromate / dimethylformamide / 15 h / Ambient temperature View Scheme

With  hydrogen; palladium on activated charcoal in  ethyl acetate  Ambient temperature;   

Multi-step reaction with 2 steps 1: 91 percent / CAN / H2O; acetonitrile / 1.5 h / 0 °C2: 99 percent / imidazole / dimethylformamide / 14 h / Ambient temperature  

Multi-step reaction with 3 steps 1: 115 mg / KBH(s-Bu)3, KI / tetrahydrofuran / 1 h / 0 °C2: 91 percent / CAN / H2O; acetonitrile / 1.5 h / 0 °C3: 99 percent / imidazole / dimethylformamide / 14 h / Ambient temperature