sodium hydroxide in ethanol Ambient temperature;

1: AcOH / ethanol / 18 h / Heating 2: NaBH4 / methanol / 1 h / Ambient temperature 3: 96 percent / acetic anhydride / 1 h / 70 °C 4: 93 percent / NaIO4 / H2O; methanol / 16 h / Ambient temperature 5: 60 percent / TFAA / benzene / 151 h / Ambient temperature; other N-(aryl)methyl-2-(phenylsulfinyl)ethylamines, also with TFAA and BF3*Et2O 6: 64 percent / NaBH4, NiCl2*6H2O / methanol; tetrahydrofuran / 0.5 h / Ambient temperature 7: 89 percent / 10percent aq. NaOH / ethanol / Ambient temperature View Scheme

1: 96 percent / acetic anhydride / 1 h / 70 °C 2: 93 percent / NaIO4 / H2O; methanol / 16 h / Ambient temperature 3: 60 percent / TFAA / benzene / 151 h / Ambient temperature; other N-(aryl)methyl-2-(phenylsulfinyl)ethylamines, also with TFAA and BF3*Et2O 4: 64 percent / NaBH4, NiCl2*6H2O / methanol; tetrahydrofuran / 0.5 h / Ambient temperature 5: 89 percent / 10percent aq. NaOH / ethanol / Ambient temperature View Scheme

1: 64 percent / NaBH4, NiCl2*6H2O / methanol; tetrahydrofuran / 0.5 h / Ambient temperature 2: 89 percent / 10percent aq. NaOH / ethanol / Ambient temperature View Scheme

1: 93 percent / NaIO4 / H2O; methanol / 16 h / Ambient temperature 2: 60 percent / TFAA / benzene / 151 h / Ambient temperature; other N-(aryl)methyl-2-(phenylsulfinyl)ethylamines, also with TFAA and BF3*Et2O 3: 64 percent / NaBH4, NiCl2*6H2O / methanol; tetrahydrofuran / 0.5 h / Ambient temperature 4: 89 percent / 10percent aq. NaOH / ethanol / Ambient temperature View Scheme

1: 60 percent / TFAA / benzene / 151 h / Ambient temperature; other N-(aryl)methyl-2-(phenylsulfinyl)ethylamines, also with TFAA and BF3*Et2O 2: 64 percent / NaBH4, NiCl2*6H2O / methanol; tetrahydrofuran / 0.5 h / Ambient temperature 3: 89 percent / 10percent aq. NaOH / ethanol / Ambient temperature View Scheme