1: With lithium hydroxide hydrate in tetrahydrofuran; water 2: With hydrogenchloride in tetrahydrofuran; water pH=3;

hydrogenchloride; AlCl3 in hexane; nitrobenzene

sodium hydroxide; sodium hypochlorite in 1,4-dioxane; water

oxygen; Mn(CH3COO)2*4H2O; [Co(O2CCH3)2]*4H2O; acetic anhydride; acetic acid; potassium bromide T=110°C; 4.5 h; ConcentrationReagent/catalystTimeTemperaturePressure;

sodium hydroxide; sodium hypochlorite in (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water

pyridine; water; iodine in methanol T=30°C; other temperatures; ΔH(excit.); KineticsMechanismThermodynamic data;

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; N,N-dimethyl-formamide / 18 h / 0 - 20 °C / Inert atmosphere 2.1: 2-(trifluoromethyl)phenyllithium / tetrahydrofuran; hexane / 0.83 h / -65 - -55 °C / Inert atmosphere 2.2: 1.5 h / -65 °C / Inert atmosphere 2.3: Inert atmosphere 3.1: ethanol 4.1: sodium hydroxide / water View Scheme

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; N,N-dimethyl-formamide / 18 h / 0 - 20 °C / Inert atmosphere 2.1: 2-(trifluoromethyl)phenyllithium / tetrahydrofuran; hexane / 0.83 h / -65 - -55 °C / Inert atmosphere 2.2: 1.5 h / -65 °C / Inert atmosphere 2.3: Inert atmosphere 3.1: Chiralpak AD column / ethanol; hexane / Resolution of racemate; HPLC conditions View Scheme

sulfuric acid; trimethyl orthoformate 48 h; Reflux;

1: 6-bromo-2-naphthalenecarboxylic acid With thionyl chloride; N,N-dimethyl-formamide in toluene T=45 - 50°C; 1 h; 2: methylamine With triethylamine in methanol; toluene T=10 - 25°C; 1 h;