1: With sulfuric acid 6 h; Reflux; 2: With sodium hydrogencarbonate in water

in methanol; chloroform

sodium hypochlorite Ambient temperature;

1.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere 1.2: 0.5 h / Inert atmosphere 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C 3.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 3.2: 4 h / 70 °C / Inert atmosphere 4.1: hydrogenchloride; water / methanol / 2 h / 20 °C 5.1: sodium periodate / water; acetonitrile / 2 h / 20 °C 6.1: sodium dihydrogenphosphate / 2-methyl-but-2-ene; water; acetonitrile / 0.5 h 6.2: 2 h / 20 °C 7.1: palladium 10 on activated carbon; hydrogen / methanol / 12 h / 20 °C 8.1: hydrogenchloride; water / 3 h / 100 °C 9.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C / Inert atmosphere 10.1: palladium diacetate; potassium carbonate; triphenylphosphine / toluene / 16 h / Reflux; Inert atmosphere 11.1: hydrogen bromide / water / 2 h / Reflux View Scheme

1: CHCl3; methanol 2: DIBAL-H / tetrahydrofuran; hexane / 1 h / 0 °C View Scheme

1: 2-methoxypyridine-3-carboxylic acid With 2,2,6,6-tetramethyl-piperidine; n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: acetone in tetrahydrofuran; hexane T=-78°C; 0.5 h; 3: With hydrogenchloride; acetic acid in ethanol Heating;

1: 2-methoxypyridine-3-carboxylic acid With 2,2,6,6-tetramethyl-piperidine; n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: acetone in tetrahydrofuran; hexane T=-78°C; 0.5 h; 3: With sulfuric acid; acetic acid in ethanol 3 h; Heating;

1.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / chloroform / 6 h / Cooling with ice 1.2: 20 °C 2.1: diethyl ether; tetrahydrofuran / 1.5 h / Cooling with ice View Scheme

1: CHCl3; methanol 2: DIBAL-H / tetrahydrofuran; hexane / 1 h / 0 °C 3: SOCl2 / CH2Cl2 / 3 h View Scheme

1: 75 percent / NaOCl (Clorox) / Ambient temperature 2: 57 percent / tetrahydrofuran / 3 h / Heating 3: 65 percent / 1 N NaOH / 1 h / Heating 4: NaH / tetrahydrofuran / 64 h 5: acetic acid, 48percent HBr / 0.25 h / 100 °C 6: 71 percent / DIBAL-H / tetrahydrofuran; toluene / 2.5 h / -78 °C View Scheme