hydrogen; palladium on activated charcoal in ethanol T=20°C; P=1125.09 Torr; 72 h;

sodium carbonate; potassium iodide in toluene 66 h; Heating;

1: 91 percent / tetrahydrofuran / Heating 2: 99 percent / [Rh(cod)Cl]2 / dioxane / 65 h / 120 °C / 37503 Torr 3: 100 percent / HCl / ethanol / 4 h / Heating 4: 98 percent / H2 / Pd/C / ethanol / 72 h / 20 °C / 1125.09 Torr View Scheme

1: 99 percent / [Rh(cod)Cl]2 / dioxane / 65 h / 120 °C / 37503 Torr 2: 100 percent / HCl / ethanol / 4 h / Heating 3: 98 percent / H2 / Pd/C / ethanol / 72 h / 20 °C / 1125.09 Torr View Scheme

1: 100 percent / HCl / ethanol / 4 h / Heating 2: 98 percent / H2 / Pd/C / ethanol / 72 h / 20 °C / 1125.09 Torr View Scheme

1: 61 percent / PPh3; H2 / HRh(CO)(PPh3)3 / toluene / 24 h / 100 °C / 76000 Torr 2: 90 percent / NaBH4; aq. NaOH / methanol / 3 h / 20 °C 3: 85 percent / H2 / 10 percent Pd/C / aq. ethanol / Heating 4: 80 percent / Br2; PPh3 / acetonitrile / 2 h / 20 °C 5: 70 percent / Na2CO3; KI / toluene / 66 h / Heating View Scheme

1: 90 percent / NaBH4; aq. NaOH / methanol / 3 h / 20 °C 2: 85 percent / H2 / 10 percent Pd/C / aq. ethanol / Heating 3: 80 percent / Br2; PPh3 / acetonitrile / 2 h / 20 °C 4: 70 percent / Na2CO3; KI / toluene / 66 h / Heating View Scheme

1: 85 percent / H2 / 10 percent Pd/C / aq. ethanol / Heating 2: 80 percent / Br2; PPh3 / acetonitrile / 2 h / 20 °C 3: 70 percent / Na2CO3; KI / toluene / 66 h / Heating View Scheme

1: 80 percent / Br2; PPh3 / acetonitrile / 2 h / 20 °C 2: 70 percent / Na2CO3; KI / toluene / 66 h / Heating View Scheme