boron tribromide in dichloromethane T=-78°C; 3 h;

Multi-step reaction with 2 steps 1: H2 / 10percent Pd/C / ethyl acetate; acetic acid / 1 h / 2327.2 Torr2: 1.) 10percent H2SO4, NaNO2, 2.) Cu-bronze / 1.) acetic acid, water, 20 min, 2.) acetic acid, water  

With  sulfuric acid; sodium nitrite  1.) acetic acid, water, 20 min, 2.) acetic acid, water;  Yield given. Multistep reaction;