1: 93 percent / thionyl chloride / 1.) 50 deg C, 4 h, 2.) room temperature, 48 h 2: 82.4 percent / 1 M NaHCO3 / ethyl acetate 3: 50 mg / 1 M HCl / ethanol / 48 h / Heating View Scheme

1: 93 percent / thionyl chloride / 1.) 50 deg C, 4 h, 2.) room temperature, 48 h 2: 82.4 percent / 1 M NaHCO3 / ethyl acetate View Scheme

1: 93 percent / thionyl chloride / 1.) 50 deg C, 4 h, 2.) room temperature, 48 h 2: 88 percent / 1 M NaHCO3 / ethyl acetate / Ambient temperature View Scheme

1: 93 percent / thionyl chloride / 1.) 50 deg C, 4 h, 2.) room temperature, 48 h 2: 82.4 percent / 1 M NaHCO3 / ethyl acetate 3: 95 percent / hydrogen / 10percent Pd-C / ethanol / 20 h / 50 °C / Parr apparatus View Scheme

1: 93 percent / thionyl chloride / 1.) 50 deg C, 4 h, 2.) room temperature, 48 h 2: 82.4 percent / 1 M NaHCO3 / ethyl acetate 3: 95 percent / hydrogen / 10percent Pd-C / ethanol / 20 h / 50 °C / Parr apparatus 4: 88 percent / 36percent hydrochloric acid / acetic acid / 24 h / Heating View Scheme

1: 93 percent / thionyl chloride / 1.) 50 deg C, 4 h, 2.) room temperature, 48 h 2: 82.4 percent / 1 M NaHCO3 / ethyl acetate 3: 95 percent / hydrogen / 10percent Pd-C / ethanol / 20 h / 50 °C / Parr apparatus 4: 73.5 percent / 1 M KOH / methanol / 24 h / Ambient temperature View Scheme

1: 93 percent / thionyl chloride / 1.) 50 deg C, 4 h, 2.) room temperature, 48 h 2: 82.4 percent / 1 M NaHCO3 / ethyl acetate 3: 95 percent / hydrogen / 10percent Pd-C / ethanol / 20 h / 50 °C / Parr apparatus 4: 88 percent / 36percent hydrochloric acid / acetic acid / 24 h / Heating 5: 51 percent / aq. KOH / H2O / 50 °C / 1.) pH 9.5-10, 9 h, 2.) pH 11, overnight View Scheme

1: sulfuric acid / 12 h / Heating 2: LiAlH4 / tetrahydrofuran / 15 h / 20 °C View Scheme