1: NaBH4 / acetic acid / 4 h / Ambient temperature 2: 86 percent / Jones' reagent / acetone / 0.5 h / 10 °C 3: 68 percent / lithium, liquid ammonia / tetrahydrofuran; methanol / 1 h / -50 °C View Scheme

1: sodium / propan-1-ol / 3 h / Reflux 2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / tert-butyl alcohol / 1 h / Reflux 3: hydrazine hydrate; potassium hydroxide; 1,2-bis-(2-hydroxyethoxy)-ethane / 110 - 135 °C View Scheme

1.1: acetic acid; sodium hypochlorite / ethyl acetate / 30 - 40 °C / |Large scale 2.1: hydrazine hydrate; potassium hydroxide / 1,2-bis-(2-hydroxyethoxy)-ethane / 4 h / 120 - 210 °C / |Large scale 3.1: sulfuric acid; sodium bromide; Sodium bromate; water / butan-1-ol; dichloromethane / 0 - 55 °C / |Large scale 4.1: sodium / Sec-butyl alcohol / 0.5 h / |Reflux; |Large scale 4.2: 30 °C / |Large scale 4.3: |Large scale 5.1: water; phosphoric acid / Sec-butyl alcohol / 70 °C / |Large scale 5.2: 2 h / |Reflux; |Large scale 6.1: water; sodium hydroxide / 2 h / 97 °C / |Large scale View Scheme

1.1: hydrazine hydrate; potassium hydroxide / 1,2-bis-(2-hydroxyethoxy)-ethane / 4 h / 120 - 210 °C / |Large scale 2.1: sulfuric acid; sodium bromide; Sodium bromate; water / butan-1-ol; dichloromethane / 0 - 55 °C / |Large scale 3.1: sodium / Sec-butyl alcohol / 0.5 h / |Reflux; |Large scale 3.2: 30 °C / |Large scale 3.3: |Large scale 4.1: water; phosphoric acid / Sec-butyl alcohol / 70 °C / |Large scale 4.2: 2 h / |Reflux; |Large scale 5.1: water; sodium hydroxide / 2 h / 97 °C / |Large scale View Scheme

1.1: 4-(N,N-dimethlyamino)pyridine / toluene / 20 °C / |Large scale 1.2: 19 h / 20 °C / |Large scale 2.1: acetic acid; sodium hypochlorite / ethyl acetate / 30 - 40 °C / |Large scale 3.1: hydrazine hydrate; potassium hydroxide / 1,2-bis-(2-hydroxyethoxy)-ethane / 4 h / 120 - 210 °C / |Large scale 4.1: sulfuric acid; sodium bromide; Sodium bromate; water / butan-1-ol; dichloromethane / 0 - 55 °C / |Large scale 5.1: sodium / Sec-butyl alcohol / 0.5 h / |Reflux; |Large scale 5.2: 30 °C / |Large scale 5.3: |Large scale 6.1: water; phosphoric acid / Sec-butyl alcohol / 70 °C / |Large scale 6.2: 2 h / |Reflux; |Large scale 7.1: water; sodium hydroxide / 2 h / 97 °C / |Large scale View Scheme

aluminum isopropoxide; isopropyl alcohol

T=200°C;

暂无反应条件数据

Hydrogenation;

N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; sodium hydroxide in water; acetonitrile; tert-butyl alcohol T=20 - 80°C;