1: 4-fluoromethoxybenzene With n-butyllithium; N,N,N',N',N''-pentamethylethylenetriamine in tetrahydrofuran; hexane T=-78°C; 2 h; 2: carbon dioxide in tetrahydrofuran; hexane T=-78 - 20°C;

potassium permanganate in pyridine; water T=50°C; 2 h;

in water; acetone

1: 1.) aq. NaNO2, 21percent aq. HBF4, 2.) NaF / 2.) 1,2,4-trichlorobenzene, 150 deg C 2: 51 percent / KMnO4 / pyridine; H2O / 2 h / 50 °C View Scheme

1.1: thionyl chloride; N,N-dimethyl-formamide / chloroform / 5.5 h / 70 °C 2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 - 25 °C 2.2: 1 h / 0 - 25 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 25 °C / |Molecular sieve; |Inert atmosphere View Scheme

1: 2-fluoro-5-methoxybenzoic acid With potassium tert-butylate in tetrahydrofuran; hexane T=-78°C; 0.666667 h; 2: methyl iodide in tetrahydrofuran; hexane T=-78 - 20°C; 1.16667 h; 3: With ammonium chloride in tetrahydrofuran; hexane; water Saturated solution;

1: SOCl2 / 4 h / Heating 2: 67 percent / diethyl ether; tetrahydrofuran / 1 h / -78 - 20 °C View Scheme