hydrogen bromide; sodium nitrite anschliessendes Erwaermen mit Kupfer(I)-bromid;

1: SnCl2; aqueous HCl 2: sodium nitrite; aqueous hydrobromic acid / anschliessendes Erwaermen mit Kupfer(I)-bromid View Scheme

1: benzene; AlCl3 2: aqueous KOH View Scheme

potassium hydroxide

1: 2-bromo-1-chloro-4-methoxybenzene With n-butyllithium in tetrahydrofuran; hexanes T=-78 - -60°C; 0.25 h; 2: carbon dioxide in tetrahydrofuran; hexanes T=-78 - 20°C; 1.5 h; 3: With hydrogenchloride; sodium hydroxide; sodium hydrogencarbonate more than 3 stages;

boron tribromide in dichloromethane T=-20 - 20°C; 1.58333 h;

copper(l) iodide; potassium carbonate in dimethyl sulfoxide T=120°C; 48 h; Inert atmosphere; regioselective reaction;