1: 62 percent / 48percent HBr / acetic acid / 3 h / Heating 2: 1.) NaBH4, 2.) 3 N HCl / 1.) 10percent Pd-C / 1.) H2O, MeOH, rt, 30 min 3: aq. NaNO2, aq. H2SO4 / 0.33 h / 20 °C View Scheme

hydrogen bromide in acetic acid 3 h; Heating;

potassium tert-butylate in tert-butyl alcohol 1 h; Heating;