hydrogen bromide; acetic anhydride 1.) acetic acid, 50 deg C, 5 h, 2.) 50 deg C, 20 h, 3.) MeOH, RT, 42 h, then 45 deg C, 6 h; Multistep reaction;

1: 1.) 30percent HBr / 1.) acetic acid, 50 deg C, 6 h, 2.) acetic acid, 50 deg C, 19 h 2: H2 / 5percent Pd/C / dioxane; H2O / 1.25 h / 1520 Torr / Ambient temperature View Scheme

1: 1.) 30percent HBr / 1.) acetic acid, 50 deg C, 6 h, 2.) acetic acid, 50 deg C, 19 h 2: H2 / 5percent Pd/C / dioxane; H2O / 1.25 h / 1520 Torr / Ambient temperature View Scheme