1: 3-fluoro-phenol With N-ethyl-N,N-diisopropylamine in dichloromethane T=-10°C; 0.25 h; 2: chloromethyl methyl ether in dichloromethane T=-10 - 20°C; 22.08 h;

molecular sieve; toluene-4-sulfonic acid in dichloromethane

1.1: sec-BuLi / tetrahydrofuran; cyclohexane / 2 h / -75 °C 1.2: 83 percent / 1,1,2-trichloro-1,2,2-trifluoroethane / tetrahydrofuran; cyclohexane / 0.75 h / -75 °C 2.1: BuLi / tetrahydrofuran; hexane / 6 h / -75 °C 2.2: tetrahydrofuran; cyclohexane 2.3: 69 percent / HCl / H2O / pH 1 3.1: 95 percent / ammonium formate / Pd/C / methanol / 20 h / 25 °C View Scheme

1: BuLi; I2 / diethyl ether 2: TMSCl; NaI / acetonitrile View Scheme

1.1: sec-BuLi / tetrahydrofuran; cyclohexane / 2 h / -75 °C 1.2: 86 percent / tetrahydrofuran; cyclohexane / 0.75 h / -75 °C 2.1: BuLi; KOtBu / tetrahydrofuran; hexane / 2 h / -75 °C 2.2: tetrahydrofuran; hexane 3.1: 3.24 g / HCl / H2O / 6 h / 25 °C View Scheme

1: 1-fluoro-3-(methoxy-methoxy)benzene With sec.-butyllithium in tetrahydrofuran; cyclohexane T=-75°C; 2 h; 2: carbon dioxide in tetrahydrofuran; cyclohexane 3: With hydrogenchloride in water

1: 93 percent / sec-butyllithium; N,N,N',N'',N''-pentamethyldiethylenetriamine / hexane; tetrahydrofuran / 2 h / -75 °C 2: 91 percent / boron trifluoride-diethyl ether / methanol / 15 h / 25 °C View Scheme