methanol; nickel T=150°C; P=110326 Torr; Hydrogenation.anschliessendes Hydrolyse;

potassium hydroxide in methanol T=80°C; 5 h; Yield given;

1: pyridine / CH2Cl2 2: 19 percent / CH3COOK / 6 h / 120 °C 3: 93 percent / 1 N KOH / ethanol / 24 h / Ambient temperature 4: 78 percent / borontrifluoride / 0.33 h / 80 °C 5: Na2Cr2O7*2H2O, conc. AcOH, conc. H2SO4 / H2O / 2 h / Ambient temperature 6: 37 percent / NaBH4 / toluene; methanol / 4 h / Ambient temperature 7: 1 N KOH / methanol / 5 h / 80 °C View Scheme

1: Na2Cr2O7*2H2O, conc. AcOH, conc. H2SO4 / H2O / 2 h / Ambient temperature 2: 37 percent / NaBH4 / toluene; methanol / 4 h / Ambient temperature 3: 1 N KOH / methanol / 5 h / 80 °C View Scheme

1: 19 percent / CH3COOK / 6 h / 120 °C 2: 93 percent / 1 N KOH / ethanol / 24 h / Ambient temperature 3: 78 percent / borontrifluoride / 0.33 h / 80 °C 4: Na2Cr2O7*2H2O, conc. AcOH, conc. H2SO4 / H2O / 2 h / Ambient temperature 5: 37 percent / NaBH4 / toluene; methanol / 4 h / Ambient temperature 6: 1 N KOH / methanol / 5 h / 80 °C View Scheme

hydrogen; palladium on barium sulfate

1: HCO2H, aq. HClO4 2: H2 / Pd-BaSO4 View Scheme

1: acetone; sodium iodide 2: pentan-2-one; potassium carbonate / Behandeln des Reaktionsprodukts mit wss.-aethanol. Kalilauge 3: sulfuric acid 4: Raney nickel; methanol / 150 °C / 110326 Torr / Hydrogenation.anschliessendes Hydrolyse View Scheme

1: sulfuric acid 2: Raney nickel; methanol / 150 °C / 110326 Torr / Hydrogenation.anschliessendes Hydrolyse View Scheme

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