hydrogenchloride in acetone pH=5.5 - 6;

1: 5 Pd/C; hydrogen / ethyl acetate / 6.5 h / 65 °C / 3750.38 Torr 2: sodium hydrogencarbonate / acetone / 30 °C / |Reflux 3: AlCl3, aluminium chloride; sodium chloride / 3 h / 140 °C 4: sodium hydroxide / dimethyl sulfoxide / 12 h / 50 °C 5: ethanol / 8 h / |Reflux 6: hydrogenchloride / acetone / pH 5.5 - 6 View Scheme

1: sodium hydroxide / water / 0.17 h / 90 - 95 °C 2: AlCl3, aluminium chloride / nitrobenzene / 6.5 h / 20 - 140 °C 3: potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride / 10 h / 75 °C 4: water / 12 h / 20 °C 5: palladium 10 on activated carbon; hydrogen / methanol / 20 °C / 1034.32 Torr 6: triethylamine / tetrahydrofuran / 48 h / 40 °C 7: hydrogenchloride / acetone / 1.5 h / 20 °C / pH 5.5 - 6 View Scheme

1: potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride / 10 h / 75 °C 2: water / 12 h / 20 °C 3: palladium 10 on activated carbon; hydrogen / methanol / 20 °C / 1034.32 Torr 4: triethylamine / tetrahydrofuran / 48 h / 40 °C 5: hydrogenchloride / acetone / 1.5 h / 20 °C / pH 5.5 - 6 View Scheme

1: water / 12 h / 20 °C 2: palladium 10 on activated carbon; hydrogen / methanol / 20 °C / 1034.32 Torr 3: triethylamine / tetrahydrofuran / 48 h / 40 °C 4: hydrogenchloride / acetone / 1.5 h / 20 °C / pH 5.5 - 6 View Scheme

1: AlCl3, aluminium chloride; sodium chloride / 3 h / 140 °C 2: sodium hydroxide / dimethyl sulfoxide / 12 h / 50 °C 3: ethanol / 8 h / |Reflux 4: hydrogenchloride / acetone / pH 5.5 - 6 View Scheme

1: sodium hydroxide / dimethyl sulfoxide / 12 h / 50 °C 2: ethanol / 8 h / |Reflux 3: hydrogenchloride / acetone / pH 5.5 - 6 View Scheme

1.1: sodium hydroxide / water / 10 h / 140 °C / 2250.23 Torr / |Autoclave 1.2: 0.5 h / 80 °C 2.1: 5 Pd/C; hydrogen / ethyl acetate / 6.5 h / 65 °C / 3750.38 Torr 3.1: sodium hydrogencarbonate / acetone / 30 °C / |Reflux 4.1: AlCl3, aluminium chloride; sodium chloride / 3 h / 140 °C 5.1: sodium hydroxide / dimethyl sulfoxide / 12 h / 50 °C 6.1: ethanol / 8 h / |Reflux 7.1: hydrogenchloride / acetone / pH 5.5 - 6 View Scheme

1: sodium hydrogencarbonate / acetone / 30 °C / |Reflux 2: AlCl3, aluminium chloride; sodium chloride / 3 h / 140 °C 3: sodium hydroxide / dimethyl sulfoxide / 12 h / 50 °C 4: ethanol / 8 h / |Reflux 5: hydrogenchloride / acetone / pH 5.5 - 6 View Scheme