in methanol; sodium borohydride; water

1: 80 percent / sodium methoxide / methanol / 5 h / Heating 2: 50 percent / lithium aluminum hydride / tetrahydrofuran / 22 h / 0 °C View Scheme

Multi-step reaction with 6 steps 1: 84 percent / anh. potassium carbonate / acetone / 34 h / Heating2: 20 percent / sodium ethoxide / ethanol / 0.5 h / Heating3: 92 percent / sulfuric acid / 4 h / Heating4: 70 percent / p-toluenesulfonic acid monohydrate / toluene / 9 h / Heating5: 81 percent / hydrogen / 10percent Pd/C / acetic acid / 12 h / 2844.3 Torr / Ambient temperature6: 88 percent / phosphoryl chloride / 1 h / 120 °C  

Multi-step reaction with 3 steps 1: 70 percent / p-toluenesulfonic acid monohydrate / toluene / 9 h / Heating2: 81 percent / hydrogen / 10percent Pd/C / acetic acid / 12 h / 2844.3 Torr / Ambient temperature3: 88 percent / phosphoryl chloride / 1 h / 120 °C