hydrogen; palladium on activated charcoal in methanol T=0°C; 23 h;

1: LiAlH4 / tetrahydrofuran / 48 h / Heating 2: H2 / Pd/C / methanol / 23 h / 0 °C View Scheme

1.1: triethylamine / acetone / 3 h / 20 °C / Large scale reaction 1.2: 1 h / Reflux; Large scale reaction 2.1: sulfuric acid / 6 h / 60 °C / Large scale reaction 3.1: 15 - 30 °C 4.1: 16 h / 30 °C / 3345.86 Torr View Scheme

1.1: acetic anhydride / acetic acid / 2 h / Reflux; Large scale reaction 2.1: triethylamine / acetone / 3 h / 20 °C / Large scale reaction 2.2: 1 h / Reflux; Large scale reaction 3.1: sulfuric acid / 6 h / 60 °C / Large scale reaction 4.1: 15 - 30 °C 5.1: 16 h / 30 °C / 3345.86 Torr View Scheme

1.1: sodium hydroxide / ethanol / 50 °C / Reflux; Large scale reaction 2.1: acetic anhydride / acetic acid / 2 h / Reflux; Large scale reaction 3.1: triethylamine / acetone / 3 h / 20 °C / Large scale reaction 3.2: 1 h / Reflux; Large scale reaction 4.1: sulfuric acid / 6 h / 60 °C / Large scale reaction 5.1: 15 - 30 °C 6.1: 16 h / 30 °C / 3345.86 Torr View Scheme

1: sulfuric acid / 6 h / 60 °C / Large scale reaction 2: 15 - 30 °C 3: 16 h / 30 °C / 3345.86 Torr View Scheme

1: 180 °C / open vessel 2: 15 - 30 °C 3: 16 h / 30 °C / 3345.86 Torr View Scheme

in dichloromethane; ethyl acetate

2: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -78 °C View Scheme

1: aq. K2CO3 / dioxane / 15 h / 20 °C 2: CrO3; aq. H2SO4 / acetone / 2 h / 0 - 20 °C 3: NEt3; (PhO)2P(O)N3 / 44 h / Heating 4: H2 / Pd/C / methanol / 5 h / 0 °C View Scheme