1: 67 percent / NaOH / methanol; H2O / 0.25 h / Heating 2: 160 mg / LiAlH4 / tetrahydrofuran / 2 h / Heating 3: 97 percent / pyridinium toluene-p-sulphonate / CH2Cl2 / 5 h / Ambient temperature 4: 1.) NaOH, tetra-n-butylammonium hydroxide, 2.) pyridinium toluene-p-sulphonate / 1.) THF, H2O, 60 min, 2.) EtOH, 55 deg C, 24 h View Scheme

1: 160 mg / LiAlH4 / tetrahydrofuran / 2 h / Heating 2: 97 percent / pyridinium toluene-p-sulphonate / CH2Cl2 / 5 h / Ambient temperature 3: 1.) NaOH, tetra-n-butylammonium hydroxide, 2.) pyridinium toluene-p-sulphonate / 1.) THF, H2O, 60 min, 2.) EtOH, 55 deg C, 24 h View Scheme

1: 97 percent / pyridinium toluene-p-sulphonate / CH2Cl2 / 5 h / Ambient temperature 2: 1.) NaOH, tetra-n-butylammonium hydroxide, 2.) pyridinium toluene-p-sulphonate / 1.) THF, H2O, 60 min, 2.) EtOH, 55 deg C, 24 h View Scheme

sodium hydroxide; tetra(n-butyl)ammonium hydroxide; pyridinium p-toluenesulfonate 1.) THF, H2O, 60 min, 2.) EtOH, 55 deg C, 24 h; Yield given. Multistep reaction. Yields of byproduct given;