boron tribromide in dichloromethane T=0 - 20°C; 2 h;

20 percent aq. HCl 2.5 h; Heating;

1) electrolysis at +0.2 V, pH 7.23 buffer; 2) 5h, room temp.; Multistep reaction;

1: CF3COOH / CH2Cl2 / 2 h / Ambient temperature 2: 28percent aq. NH3 / tetrahydrofuran / 16 h / Ambient temperature View Scheme

1: sulfuric acid; acetic acid / 30 - 70 °C / Large scale reaction 2: methanol / 30 - 35 °C / Large scale reaction 3: sodium dithionite / tetrahydrofuran; water / 20 °C / Large scale reaction 4: boron tribromide / dichloromethane / -8 - 0 °C View Scheme

1: methanol / 30 - 35 °C / Large scale reaction 2: sodium dithionite / tetrahydrofuran; water / 20 °C / Large scale reaction 3: boron tribromide / dichloromethane / -8 - 0 °C View Scheme

1.1: potassium tert-butylate / tetrahydrofuran / 20 °C / Large scale reaction 1.2: 20 °C / Large scale reaction 1.3: 10 °C / pH 4 - 5 / Large scale reaction 2.1: sulfuric acid; acetic acid / 30 - 70 °C / Large scale reaction 3.1: methanol / 30 - 35 °C / Large scale reaction 4.1: sodium dithionite / tetrahydrofuran; water / 20 °C / Large scale reaction 5.1: boron tribromide / dichloromethane / -8 - 0 °C View Scheme

1: acetic acid / 2.5 h / 15 - 40 °C 2: hydrogenchloride / ethanol / 2.5 h / 80 - 100 °C View Scheme

methanol; ammonia

1: trichlorophosphate / N,N-dimethyl-formamide 2: ammonium acetate 3: sodium tris(acetoxy)borohydride / tetrahydrofuran 4: palladium 10 on activated carbon; ammonium formate / methanol View Scheme