1.1: hydrogenchloride; sodium nitrite / water / 1.5 h / -9 - 0 °C / |Inert atmosphere 1.2: -9 - 20 °C / |Inert atmosphere 1.3: 0.58 h / |Inert atmosphere 2.1: triethylamine; diphenyl phosphoryl azide / toluene / 2 h / |Reflux 3.1: potassium hydroxide; tetrabutylammomium bromide / tetrahydrofuran / |Reflux 4.1: sulfuric acid; nitric acid / 25 °C 5.1: ammonium chloride; iron / water; ethanol / 4 h / |Reflux View Scheme

N,N-dimethyl-formamide in xylene T=140°C; 4 h; Conversion of starting material;

methanesulfonyl chloride; 1-methyl-pyrrolidin-2-one in toluene T=110°C; 6 h; Conversion of starting material;