1: acetonitrile; H2O / 24 h / 20 °C 2: conc. HCl; AcOH / 4 h / Heating 3: 93 percent / K2CO3 / dimethylformamide / 18 h / 20 °C 4: 0.81 g / HSCH2CO2H; DBU / dimethylformamide / 5 h / 20 °C 5: 94 percent / Na2CO3 / H2O; dioxane / 16 h / 20 °C 6: 99 percent / aq. LiOH / methanol / 17 h View Scheme

magnesium in methanol 0.5 h; ultrasonication;

sodium in tetrahydrofuran; ammonia T=-78°C; 0.75 h;

lithium in tetrahydrofuran T=-78°C; 1 h; other reagent, solvent, reaction time, temperature; Product distribution;

sodium in tetrahydrofuran; ammonia T=-78°C; 0.75 h;