sodium hydroxide; sodium sulfate in tetrahydrofuran

1: With borane-THF in tetrahydrofuran T=90°C; 4 h; Heating / reflux; 2: With methanol in tetrahydrofuran T=0°C;

in methanol T=-15 - 0°C; 2 h;

lithium hydroxide in ethanol; water 1.5 h; Heating;

1: 39 g / potassium carbonate / dimethylformamide / 0 - 23 °C 2: 34.3 g / calcium chloride; sodium borohydride / ethanol / 0 - 20 °C 3: 27 g / ethyldiisopropylamine; methanesulfonic anhydride / 1,2-dichloro-ethane / 1 h / Heating 4: 21 g / lithium hydroxide monohydrate / H2O; ethanol / 1.5 h / Heating View Scheme

1: 34.3 g / calcium chloride; sodium borohydride / ethanol / 0 - 20 °C 2: 27 g / ethyldiisopropylamine; methanesulfonic anhydride / 1,2-dichloro-ethane / 1 h / Heating 3: 21 g / lithium hydroxide monohydrate / H2O; ethanol / 1.5 h / Heating View Scheme

1: 27 g / ethyldiisopropylamine; methanesulfonic anhydride / 1,2-dichloro-ethane / 1 h / Heating 2: 21 g / lithium hydroxide monohydrate / H2O; ethanol / 1.5 h / Heating View Scheme

1: 99 percent / sodium carbonate / H2O; tetrahydrofuran / 20 h / 23 °C 2: 39 g / potassium carbonate / dimethylformamide / 0 - 23 °C 3: 34.3 g / calcium chloride; sodium borohydride / ethanol / 0 - 20 °C 4: 27 g / ethyldiisopropylamine; methanesulfonic anhydride / 1,2-dichloro-ethane / 1 h / Heating 5: 21 g / lithium hydroxide monohydrate / H2O; ethanol / 1.5 h / Heating View Scheme

1: 99 percent / sodium carbonate / H2O; tetrahydrofuran / 20 h / 23 °C 2: 39 g / potassium carbonate / dimethylformamide / 0 - 23 °C 3: 34.3 g / calcium chloride; sodium borohydride / ethanol / 0 - 20 °C 4: 27 g / ethyldiisopropylamine; methanesulfonic anhydride / 1,2-dichloro-ethane / 1 h / Heating 5: 21 g / lithium hydroxide monohydrate / H2O; ethanol / 1.5 h / Heating View Scheme