1: N-(dimethylcarbamoyl)benzylamine With tert.-butyl lithium in tetrahydrofuran; n-heptane T=0°C; 6 h; Inert atmosphere; 2: ethyl iodide in tetrahydrofuran; n-heptane T=0 - 20°C; Inert atmosphere; 3: With water; ammonium chloride in tetrahydrofuran; diethyl ether; n-heptane T=20°C; Inert atmosphere;

triethylsilane; boron trifluoride-diethyl ether complex in dichloromethane T=-15 - 20°C;

zinc in acetic acid Heating;

2.1: 82 percent / NaBH4 / methanol / 0.5 h 3.1: 91 percent / p-toluenesulfonic acid / toluene / 3 h / Heating 4.1: 93 percent / LHMDS / tetrahydrofuran / -78 - 20 °C 5.1: trifluoroacetic acis / CH2Cl2 / 20 °C 5.2: 91 percent / Et3SiH / CH2Cl2 / 1 h 6.1: 69 percent / Zn / acetic acid / Heating View Scheme

1.1: 91 percent / p-toluenesulfonic acid / toluene / 3 h / Heating 2.1: 93 percent / LHMDS / tetrahydrofuran / -78 - 20 °C 3.1: trifluoroacetic acis / CH2Cl2 / 20 °C 3.2: 91 percent / Et3SiH / CH2Cl2 / 1 h 4.1: 69 percent / Zn / acetic acid / Heating View Scheme

1: 55 percent / LHMDS / tetrahydrofuran / -78 - 20 °C 2: 69 percent / Zn / acetic acid / Heating View Scheme

1.1: 93 percent / LHMDS / tetrahydrofuran / -78 - 20 °C 2.1: trifluoroacetic acis / CH2Cl2 / 20 °C 2.2: 91 percent / Et3SiH / CH2Cl2 / 1 h 3.1: 69 percent / Zn / acetic acid / Heating View Scheme

1: 85 percent / CH2Cl2 / 3 h / 0 °C 2: 96 percent / triethylsilane; trifluoroboron etherate / CH2Cl2 / -15 - 20 °C View Scheme

ethanol; nickel T=140°C; Hydrogenation.unter Druck;