1: 85 percent / methanol / 0.5 h / Heating 2: 80 percent / NaOH / dimethylformamide / 2 h / Heating 3: 67 percent / aq. HCl / acetone / 2 h / Heating 4: 1.) TsCl, 2.) NaH / 1.) pyridine, 0 deg C, 4 d, 2.) reflux, 90 min View Scheme

1: 80 percent / NaOH / dimethylformamide / 2 h / Heating 2: 67 percent / aq. HCl / acetone / 2 h / Heating 3: 1.) TsCl, 2.) NaH / 1.) pyridine, 0 deg C, 4 d, 2.) reflux, 90 min View Scheme

1: 67 percent / aq. HCl / acetone / 2 h / Heating 2: 1.) TsCl, 2.) NaH / 1.) pyridine, 0 deg C, 4 d, 2.) reflux, 90 min View Scheme

sodium hydride; p-toluenesulfonyl chloride 1.) pyridine, 0 deg C, 4 d, 2.) reflux, 90 min; Yield given. Multistep reaction;

1: 40 percent / NH4Cl / 24 h 2: 95 percent / NaBH4 / methanol / 90 h View Scheme