sulfuric acid in methanol T=25°C; 16 h;

1: 96 percent / conc. H2SO4 / methanol / 16 h / 25 °C 2: 79 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / 25 °C View Scheme

1: 96 percent / conc. H2SO4 / methanol / 16 h / 25 °C 2: 79 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / 25 °C 3: 98 percent / diethyl ether; tetrahydrofuran / 30 h / Heating View Scheme

1: 96 percent / conc. H2SO4 / methanol / 16 h / 25 °C 2: 79 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / 25 °C 3: 98 percent / diethyl ether; tetrahydrofuran / 30 h / Heating 4: 91 percent / propionic acid / 1 h / 138 °C View Scheme

1: 96 percent / conc. H2SO4 / methanol / 16 h / 25 °C 2: 79 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / 25 °C 3: 98 percent / diethyl ether; tetrahydrofuran / 30 h / Heating 4: 91 percent / propionic acid / 1 h / 138 °C 5: 92 percent / LiAlH4 / diethyl ether / 1 h / Heating View Scheme