1: 98 percent / n-BuLi; I2 / tetrahydrofuran / -78 °C 2: 85 percent / n-PrNH2; CuI / Pd(PPh3)4 / Heating 3: 88 percent / H2 / Pd/C / methanol; tetrahydrofuran View Scheme

1.1: 98 percent / n-BuLi; I2 / tetrahydrofuran / -78 °C 2.1: 85 percent / n-PrNH2; CuI / Pd(PPh3)4 / Heating 3.1: BH(C6H11)2 / tetrahydrofuran / 0 °C 3.2: 74 percent / HCl / tetrahydrofuran; H2O View Scheme