1: pyridine / CH2Cl2 / 4 h / 20 °C 2: 50 percent / LiCl; qa. sodium hypochlorite; NaCl / dimethylsulfoxide; pentane / cooling 3: 42 percent / nitronium tetrafluoroborate / nitromethane / 0.5 h / 0 °C 4: tetra-n-butylammonium fluoride / CD3CN / 10 h / 0 - 25 °C View Scheme

sodium hydroxide in water 1.) 13 deg C, 30 min, 2.) 25 deg C, 45 min;

pyridine in dichloromethane T=20°C; 4 h;

1: pyridine / CH2Cl2 / 4 h / 20 °C 2: 50 percent / LiCl; qa. sodium hypochlorite; NaCl / dimethylsulfoxide; pentane / cooling View Scheme

1: pyridine / CH2Cl2 / 4 h / 20 °C 2: 50 percent / LiCl; qa. sodium hypochlorite; NaCl / dimethylsulfoxide; pentane / cooling 3: 42 percent / nitronium tetrafluoroborate / nitromethane / 0.5 h / 0 °C View Scheme

Multi-step reaction with 2 steps 1: triethylamine / diethyl ether / 1.5 h / -10 - 20 °C2: HONH2*HCl / methanol / 15 - 35 °C  

With  sodium carbonate in  water