1: toluene-4-sulfonic acid / methanol / 0.58 h 2: hydrogen; palladium 10 on activated carbon; triethylamine / 6225.62 Torr 3: sodium hydroxide; bromine / water; 1,4-dioxane / 3 h / 5 - 7 °C View Scheme

1.1: toluene-4-sulfonic acid / methanol / 0.58 h 2.1: hydrogen; palladium 10 on activated carbon; triethylamine / 6225.62 Torr 3.1: sodium hydroxide; bromine / water; 1,4-dioxane / 3 h / 5 - 7 °C 4.1: hydrogenchloride / methanol / 3 h / 20 °C / |Reflux 5.1: N,N,N',N,-tetramethylethylenediamine; chloro-trimethyl-silane / dichloromethane / 0.5 h / -10 °C / |Inert atmosphere 5.2: 2 h / -10 - 0 °C 6.1: potassium tert-butylate / N,N-dimethyl-formamide / 1.33 h / -15 °C 6.2: 2 h / 50 °C View Scheme