1: benzene 2: aq.-ethanolic KOH View Scheme

diarsenic pentoxide; sulfuric acid; boric acid 1.) 90 deg C, 2.) 130 deg C, 5.5 h; Yield given. Multistep reaction. Yields of byproduct given;

hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr in wss. HBr;

CaO T=400°C; 0.666667 h;

1.1: sodium nitrite; hydrochloric acid / H2O / 0.5 h / -5 °C 1.2: 56 percent / potassium iodide / H2O / 2 h / Heating 2.1: 79 percent / triphenylphosphine; Pd2(dba)3; potassium tert-butoxide / ethanol / 8 h / Heating 3.1: 91 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 2 h / 20 °C 4.1: 82 percent / stannous chloride; hydrochloric acid / ethanol / 6 h / Heating 5.1: sodium nitrite; hydrochloric acid / H2O / 0.25 h / -5 °C 5.2: 89 percent / potassium iodide / H2O; CH2Cl2 / 4 h / 20 °C 6.1: 13 percent / tributyltin hydride; 2,2'-diazobisisobutyronitrile / 12 h / Heating View Scheme

1.1: sodium nitrite; hydrochloric acid / H2O / 0.5 h / -5 °C 1.2: 56 percent / potassium iodide / H2O / 2 h / Heating 2.1: 79 percent / triphenylphosphine; Pd2(dba)3; potassium tert-butoxide / ethanol / 8 h / Heating 3.1: 91 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 2 h / 20 °C 4.1: 82 percent / stannous chloride; hydrochloric acid / ethanol / 6 h / Heating 5.1: sodium nitrite; hydrochloric acid / H2O / 0.25 h / -5 °C 5.2: 89 percent / potassium iodide / H2O; CH2Cl2 / 4 h / 20 °C 6.1: 10 percent / tributyltin hydride; 2,2'-diazobisisobutyronitrile / 12 h / Heating View Scheme

sodium acetate

1: aqueous HCl / Diazotization.Behandlung der Diazoniumsalz-Loesung mit KI in wss. H2SO4 in der Waerme 2: tin; aqueous hydrochloric acid; ethanol View Scheme