1: 1.73 g / CH3COOH, H2 / 10percent Pd/C / ethyl acetate / 760 Torr 2: 840 mg / DMAP / pyridine / Ambient temperature 3: NBS / CCl4 / 1.5 h / Heating 4: acetonitrile / Heating; overnight 5: Et3N / toluene / 16 h / Heating 6: LiAlH4 / tetrahydrofuran / 8 h View Scheme

With  hydrogen; acetic acid; palladium on activated charcoal in  ethyl acetate P=760 Torr;   

Multi-step reaction with 2 steps 1: 1.73 g / CH3COOH, H2 / 10percent Pd/C / ethyl acetate / 760 Torr2: 840 mg / DMAP / pyridine / Ambient temperature  

Multi-step reaction with 3 steps 1: 1.73 g / CH3COOH, H2 / 10percent Pd/C / ethyl acetate / 760 Torr2: 840 mg / DMAP / pyridine / Ambient temperature3: NBS / CCl4 / 1.5 h / Heating