triethylamine in 1,4-dioxane; water T=25°C;

1: 73 percent / triethylamine / H2O; dioxane / 25 °C 2: 60 percent / diethyl ether / 1 h / 25 °C 3: 100 percent / sodium hydroxide, water / dioxane / pH 10 View Scheme

1: triethylamine 3: water, sodium hydroxide View Scheme

1: 73 percent / triethylamine / H2O; dioxane / 25 °C 2: 25 percent / diethyl ether / 1 h / 25 °C 3: 100 percent / aq. sodium hydroxide / dioxane / pH 10 View Scheme

1: 73 percent / triethylamine / H2O; dioxane / 25 °C 2: 1.) hydrochloric acid, 2.) triethylamine, DCC, HOBt / 1.) dioxane, 30 min, 25 deg C 2.) methylene chloride 3: 1.) TFA, 2.) H2, Pd/C / 1.) room temperature, 30 min 2.) methanol, 24 h View Scheme