1: With methanol T=20°C; 3 h; 2: With sodium carbonate T=20°C; 48 h;

potassium hydroxide in water T=50°C; 1.) pH 9.5-10, 9 h, 2.) pH 11, overnight;

hydrogenchloride in acetic acid 24 h; Heating;

1: 95 percent / hydrogen / 10percent Pd-C / ethanol / 20 h / 50 °C / Parr apparatus 2: 88 percent / 36percent hydrochloric acid / acetic acid / 24 h / Heating View Scheme

1: 82.4 percent / 1 M NaHCO3 / ethyl acetate 2: 95 percent / hydrogen / 10percent Pd-C / ethanol / 20 h / 50 °C / Parr apparatus 3: 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: 88 percent / 36percent hydrochloric acid / acetic acid / 24 h / Heating View Scheme

1: 6.9 g / hydrogen / 10percent Pd-C / acetic acid / Ambient temperature; Parr apparatus 2: 93 percent / thionyl chloride / 1.) 50 deg C, 4 h, 2.) room temperature, 48 h 3: 82.4 percent / 1 M NaHCO3 / ethyl acetate 4: 95 percent / hydrogen / 10percent Pd-C / ethanol / 20 h / 50 °C / Parr apparatus 5: 88 percent / 36percent hydrochloric acid / acetic acid / 24 h / Heating View Scheme

potassium hydroxide in water T=50°C; 1.) pH 9.5-10, 9 h, 2.) pH 11, overnight;