1: pyridine 2: NaI - Zn / dimethylformamide / 2 h / Heating 3: NaOCH3 4: 1) dibutyltin oxide / 1) toluene, reflux, 2) DMF, 100 deg C 5: 81 percent / propionic acid / 145 °C 6: 80 percent / 1) 9-BBN, 2) oxidation 7: 76 percent / hydrogen / Pd/C / 735.5 Torr 9: Na2S - S / dimethylformamide / 90 °C 10: hydrolysis View Scheme

acetic acid T=22°C;

acetic acid T=22°C; 4 h;

pyridine Erwaermen des Reaktionsprodukts mit wss. HCl in Aceton;