1: [4-(4-bromo-phenyl)-butyl]-dimethyl-amine With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.166667 h; 2: oxetan-3-one in tetrahydrofuran; hexane T=-78 - 20°C;

1.1: n-BuLi / tetrahydrofuran; hexane / 0.67 h / 0 °C 1.2: tetrahydrofuran; hexane / 60 °C 2.1: 5.15 g / H2 / Rh/C / methanol / 19 h 3.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C 3.2: 71 percent / tetrahydrofuran; hexane / -78 - 20 °C View Scheme

1.1: n-BuLi / tetrahydrofuran; hexane / 0.67 h / 0 °C 1.2: tetrahydrofuran; hexane / 60 °C 2.1: 5.15 g / H2 / Rh/C / methanol / 19 h 3.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C 3.2: 71 percent / tetrahydrofuran; hexane / -78 - 20 °C View Scheme