ammonium hydroxide in toluene 15 h; Ambient temperature; Yield given;

1: CH3ONa / toluene / 2 h / 100 °C 2: conc. H2SO4 / toluene; H2O / 2.5 h / Heating 3: NH4OH / toluene / 15 h / Ambient temperature View Scheme

1: 35 °C / Pig Liver Esterase, pH 8.0, phosphate buffer 2: 77 percent / NaAlH2(C2H5)2 / toluene / 3 h / Ambient temperature 3: CH3ONa / toluene / 2 h / 100 °C 4: conc. H2SO4 / toluene; H2O / 2.5 h / Heating 5: NH4OH / toluene / 15 h / Ambient temperature View Scheme

1: 77 percent / NaAlH2(C2H5)2 / toluene / 3 h / Ambient temperature 2: CH3ONa / toluene / 2 h / 100 °C 3: conc. H2SO4 / toluene; H2O / 2.5 h / Heating 4: NH4OH / toluene / 15 h / Ambient temperature View Scheme

1: conc. H2SO4 / toluene; H2O / 2.5 h / Heating 2: NH4OH / toluene / 15 h / Ambient temperature View Scheme