sodium hydroxide in 1,4-dioxane pH 10;

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: 1.) NaHSO3 / 1.) 5 deg C, overnight, 2.) ethyl acetate, water, room temp., 4 h 2: 90 percent / concentrated HCl / dioxane / 12 h / Heating 3: 73 percent / triethylamine / H2O; dioxane / 25 °C 4: 25 percent / diethyl ether / 1 h / 25 °C 5: 100 percent / aq. sodium hydroxide / dioxane / pH 10 View Scheme

1: 90 percent / concentrated HCl / dioxane / 12 h / Heating 2: 73 percent / triethylamine / H2O; dioxane / 25 °C 3: 25 percent / diethyl ether / 1 h / 25 °C 4: 100 percent / aq. sodium hydroxide / dioxane / pH 10 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: 25 percent / diethyl ether / 1 h / 25 °C 2: 100 percent / aq. sodium hydroxide / dioxane / pH 10 View Scheme

1: Diisobutylaluminum hydride / toluene / 0.1 h / -78 °C 2: 1.) NaHSO3 / 1.) 5 deg C, overnight, 2.) ethyl acetate, water, room temp., 4 h 3: 90 percent / concentrated HCl / dioxane / 12 h / Heating 4: 73 percent / triethylamine / H2O; dioxane / 25 °C 5: 25 percent / diethyl ether / 1 h / 25 °C 6: 100 percent / aq. sodium hydroxide / dioxane / pH 10 View Scheme

1: ; methanesulfonamide / water; tert-butyl alcohol / 44 h / 0 - 20 °C / Inert atmosphere 2: sodium chlorite; 2,2,6,6-tetramethyl-piperidine-N-oxyl; NaClO / water; acetonitrile / 30.5 h / 35 °C / aq. phosphate buffer View Scheme