1: 41 percent / p-TsOH / 24 h / Heating 2: 70 percent / 6 N aq. HCl / 3 h / 100 °C View Scheme

1: 41 percent / p-TsOH / 24 h / Heating 2: 87 percent / LiAlH / tetrahydrofuran / 24 h / Heating View Scheme

1: 16 percent / p-TsOH / 24 h / Heating 2: 51 percent / LiAlH / tetrahydrofuran / 24 h / Heating View Scheme

1: acetyl chloride / 16 h / Heating 2: 85 percent / lithium aluminum hydride / diethyl ether / 3.5 h / Heating 3: 92 percent / thionyl chloride / CHCl3 / 2 h / Heating 4: 67 percent / tricaprylmethylammonium chloride / H2O / 48 h / 100 °C 5: 1.) acetyl chloride, 2.) water / 1.) RT, 48 h, 2.) 1 h 6: 62 percent / H2 / 10percent Pd-C / methanol / 2205.2 Torr View Scheme

1: acetyl chloride / 16 h / Heating 2: 80 percent / lithium aluminum hydride / diethyl ether / 3.5 h / Heating 3: 98 percent / thionyl chloride / CHCl3 / 2 h / Heating 4: 60 percent / tricaprylmethylammonium chloride / H2O / 48 h / 100 °C 5: 42 percent / conc. hydrochloric acid / 5 h / Heating 6: H2 / 5percent Pd-C / H2O / 2205.2 Torr View Scheme

toluene-4-sulfonic acid 24 h; Heating;

Multi-step reaction with 5 steps 1: acetyl chloride / 16 h / Heating2: 85 percent / lithium aluminum hydride / diethyl ether / 3.5 h / Heating3: 92 percent / thionyl chloride / CHCl3 / 2 h / Heating4: 67 percent / tricaprylmethylammonium chloride / H2O / 48 h / 100 °C5: 1.) acetyl chloride, 2.) water / 1.) RT, 48 h, 2.) 1 h  

Multi-step reaction with 5 steps 1: acetyl chloride / 16 h / Heating2: 80 percent / lithium aluminum hydride / diethyl ether / 3.5 h / Heating3: 98 percent / thionyl chloride / CHCl3 / 2 h / Heating4: 60 percent / tricaprylmethylammonium chloride / H2O / 48 h / 100 °C5: 42 percent / conc. hydrochloric acid / 5 h / Heating