1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 20 °C / |Inert atmosphere 2: diethyl ether / 0.5 h / 0 - 20 °C / |Inert atmosphere 3: anhydrous iron chloride; silver hexafluoroantimonate / 1,2-dichloro-ethane / 24 h / 50 °C / |Inert atmosphere View Scheme

(i) CH2N2, (ii) LiAlH4; Multistep reaction;

1: With hydrogenchloride; zinc in water Inert atmosphereReflux; 2: With lithium aluminium tetrahydride in diethyl ether T=20°C; Inert atmosphere;

1.1: AlCl3, aluminium chloride / dichloromethane / 20 °C / |Inert atmosphere 2.1: zinc; hydrogenchloride / water / |Inert atmosphere; |Reflux 2.2: 20 °C / |Inert atmosphere View Scheme

sodium in diethyl ether

sodium in toluene Title compound not separated from byproducts;

lithium aluminium tetrahydride; diethyl ether

1: red phosphorus; concentrated sulfuric acid; aqueous hydrobromic acid 2: KCN; aqueous ethanol / Erwaermen des Reaktionsprodukts mit wss. H2SO4 View Scheme