1.1: AlH3; LiAlH4 / tetrahydrofuran / 15.5 h / 20 - 40 °C 1.2: HCl / tetrahydrofuran / 1 h 1.3: 89 percent / aq. KOH / tetrahydrofuran / pH 14 2.1: ethyl chloroformate / CH2Cl2 / 8 h / Heating 2.2: 89 percent / KOH; H2NNH2 / ethane-1,2-diol / 4 h / Heating View Scheme

T=160°C; 1 h;

triethylamine; triphenylphosphine; palladium diacetate in N,N-dimethyl-formamide T=50°C; P=30003 Torr; 42 h;

1,8-diazabicyclo[5.4.0]undec-7-ene in dichloromethane T=20°C; 2 h; Inert atmosphere;

tetrabutylammomium bromide; potassium carbonate 1 h; Neat (no solvent)Heating;

chloro-trimethyl-silane; sodium iodide in acetonitrile 0.583333 h; Ambient temperature;

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