1: tetrahydrofuran / 0.5 h / -55 °C 2: 1.) activated zinc, 2.) CuCN, LiCl, 4.) o-chloranil View Scheme

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 20 °C / Inert atmosphere 1.2: 0.5 h / 20 °C / Inert atmosphere 2.1: sodium periodate / dichloromethane / 2 h / 22 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: anhydrous xylene / 24 h / 140 °C View Scheme

1.1: hydrogenchloride / methanol; dichloromethane; water / 3 h / 40 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 20 °C / Inert atmosphere 2.2: 0.5 h / 20 °C / Inert atmosphere 3.1: sodium periodate / dichloromethane / 2 h / 22 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: anhydrous xylene / 24 h / 140 °C View Scheme

sulfur; lithium chloride; zinc Yield given. Multistep reaction. Yields of byproduct given;

3,4,5,6-tetrachloro-1,2-benzoquinone Yield given. Multistep reaction;

暂无反应条件数据

1: 89 percent / LiAlH4 / tetrahydrofuran / 4 h / Ambient temperature 2: 83 percent / MnO2 / CHCl3 / 3.5 h / Heating View Scheme

water; lithium hydroxide hydrate in 1,4-dioxane

lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; 0.5 h;