sodium hydrogencarbonate

1: 1.) magnesium, iodine / 1.) THF, reflux, 1 h, 2.) r.t., THF, 1.5 h 2: 90 percent / MnO2 / dioxane / 5 h / Heating 3: 95 percent / tetrahydrofuran / 2 h / Ambient temperature 4: 1.) trifluoroacetic acid, triethylsilane, 2.) H2 / Pd/C / 1.) r.t., CH2Cl2, 2.) r.t., 1 bar, 2 h, H2O View Scheme

1: 95 percent / tetrahydrofuran / 2 h / Ambient temperature 2: 1.) trifluoroacetic acid, triethylsilane, 2.) H2 / Pd/C / 1.) r.t., CH2Cl2, 2.) r.t., 1 bar, 2 h, H2O View Scheme

1: 90 percent / MnO2 / dioxane / 5 h / Heating 2: 95 percent / tetrahydrofuran / 2 h / Ambient temperature 3: 1.) trifluoroacetic acid, triethylsilane, 2.) H2 / Pd/C / 1.) r.t., CH2Cl2, 2.) r.t., 1 bar, 2 h, H2O View Scheme

triethylsilane; hydrogen; trifluoroacetic acid; palladium on activated charcoal 1.) r.t., CH2Cl2, 2.) r.t., 1 bar, 2 h, H2O; Yield given. Multistep reaction;