N,N,N',N,-tetramethylethylenediamine; hydrogen fluoride in acetonitrile T=0 - 20°C;

1: 99 percent / Et3N / CH2Cl2 / 0 - 20 °C 2: 30 percent Chromat. / K2CO3 / dimethylsulfoxide / 12 h / 20 °C 3: 98 percent / benzene / 6 h / Heating 4: 92 percent / methanolic ammonia / 0 - 20 °C 5: 85 percent / TMEDA; aq. HF / acetonitrile / 0 - 20 °C View Scheme

1: 94 percent / pyridine / 0 - 20 °C 2: 99 percent / Et3N / CH2Cl2 / 0 - 20 °C 3: 30 percent Chromat. / K2CO3 / dimethylsulfoxide / 12 h / 20 °C 4: 98 percent / benzene / 6 h / Heating 5: 92 percent / methanolic ammonia / 0 - 20 °C 6: 85 percent / TMEDA; aq. HF / acetonitrile / 0 - 20 °C View Scheme

1: 30 percent Chromat. / K2CO3 / dimethylsulfoxide / 12 h / 20 °C 2: 98 percent / benzene / 6 h / Heating 3: 92 percent / methanolic ammonia / 0 - 20 °C 4: 85 percent / TMEDA; aq. HF / acetonitrile / 0 - 20 °C View Scheme

1: 92 percent / methanolic ammonia / 0 - 20 °C 2: 85 percent / TMEDA; aq. HF / acetonitrile / 0 - 20 °C View Scheme

1: 98 percent / benzene / 6 h / Heating 2: 92 percent / methanolic ammonia / 0 - 20 °C 3: 85 percent / TMEDA; aq. HF / acetonitrile / 0 - 20 °C View Scheme

1: 94 percent / methanolic ammonia / 20 °C 2: 85 percent / TMEDA; aq. HF / acetonitrile / 0 - 20 °C View Scheme

1: benzene / 1 h / Heating 2: methanolic ammonia / Ambient temperature View Scheme

ammonia Ambient temperature; Yield given;