1: 80 percent / aluminium chloride, bromine / CH2Cl2 / 3 h / 60 °C 2: 95 percent / H2 / 5percent Pd/C / acetic acid 3: 86 percent / dimethylformamide / 3 h / Heating 4: 92 percent / diisobutylaluminium hydride / toluene / 2 h / 45 °C 5: 97 percent / hydrazine monohydrate, potassium hydroxide / bis-(2-hydroxy-ethyl) ether / 1.) 80 deg C, 1 h, 2.) reflux, 2 h 6: 88 percent / acetic anhydride / 2 h / Heating View Scheme

1: 95 percent / H2 / 5percent Pd/C / acetic acid 2: 86 percent / dimethylformamide / 3 h / Heating 3: 92 percent / diisobutylaluminium hydride / toluene / 2 h / 45 °C 4: 97 percent / hydrazine monohydrate, potassium hydroxide / bis-(2-hydroxy-ethyl) ether / 1.) 80 deg C, 1 h, 2.) reflux, 2 h 5: 88 percent / acetic anhydride / 2 h / Heating View Scheme

acetic anhydride 2 h; Heating;

1: 86 percent / dimethylformamide / 3 h / Heating 2: 92 percent / diisobutylaluminium hydride / toluene / 2 h / 45 °C 3: 97 percent / hydrazine monohydrate, potassium hydroxide / bis-(2-hydroxy-ethyl) ether / 1.) 80 deg C, 1 h, 2.) reflux, 2 h 4: 88 percent / acetic anhydride / 2 h / Heating View Scheme

1: 97 percent / hydrazine monohydrate, potassium hydroxide / bis-(2-hydroxy-ethyl) ether / 1.) 80 deg C, 1 h, 2.) reflux, 2 h 2: 88 percent / acetic anhydride / 2 h / Heating View Scheme

1: 92 percent / diisobutylaluminium hydride / toluene / 2 h / 45 °C 2: 97 percent / hydrazine monohydrate, potassium hydroxide / bis-(2-hydroxy-ethyl) ether / 1.) 80 deg C, 1 h, 2.) reflux, 2 h 3: 88 percent / acetic anhydride / 2 h / Heating View Scheme