trifluoroacetic acid in dichloromethane T=20°C; 1 h;

1: 60 percent / methanol / 24 h / Heating 2: 70 percent / lithium aluminium hydride / tetrahydrofuran / 72 h / Heating 3: 67 percent / triethylamine / benzene / Heating 4: 70 percent / hydrogen / 10percent Pd-C / acetic acid / 12 h / 1838.8 Torr 5: 63 percent / triethylamine / acetone / Ambient temperature 6: 61 percent / dil. HCl / 24 h / Heating View Scheme

1: 70 percent / hydrogen / 10percent Pd-C / acetic acid / 12 h / 1838.8 Torr 2: 63 percent / triethylamine / acetone / Ambient temperature 3: 61 percent / dil. HCl / 24 h / Heating View Scheme

1: 67 percent / triethylamine / benzene / Heating 2: 70 percent / hydrogen / 10percent Pd-C / acetic acid / 12 h / 1838.8 Torr 3: 63 percent / triethylamine / acetone / Ambient temperature 4: 61 percent / dil. HCl / 24 h / Heating View Scheme

1: 70 percent / lithium aluminium hydride / tetrahydrofuran / 72 h / Heating 2: 67 percent / triethylamine / benzene / Heating 3: 70 percent / hydrogen / 10percent Pd-C / acetic acid / 12 h / 1838.8 Torr 4: 63 percent / triethylamine / acetone / Ambient temperature 5: 61 percent / dil. HCl / 24 h / Heating View Scheme

hydrogenchloride 24 h; Heating;

1: 63 percent / triethylamine / acetone / Ambient temperature 2: 61 percent / dil. HCl / 24 h / Heating View Scheme

1: sodium cyanoborohydride; acetic acid / methanol / 10 h / 25 - 80 °C 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C View Scheme

1: triethylamine / dichloromethane / 1 h / 0 - 20 °C 2: sodium cyanoborohydride; acetic acid / methanol / 10 h / 25 - 80 °C 3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C View Scheme