diiodomethane; n-Pentyl nitrite T=80°C; 7 h;

1: 83 percent / n-pentyl nitrite, diiodomethane / 2 h / 80 °C 2: 93 percent / NH3 / ethanol / 23 h / 25 °C 3: 84 percent / pyridine / 1.) 0 deg C, 1 h, 2.) 25 deg C, 2 h 4: 51 percent / n-pentyl nitrite, diiodomethane / 7 h / 80 °C View Scheme

1: 93 percent / NH3 / ethanol / 23 h / 25 °C 2: 84 percent / pyridine / 1.) 0 deg C, 1 h, 2.) 25 deg C, 2 h 3: 51 percent / n-pentyl nitrite, diiodomethane / 7 h / 80 °C View Scheme

1: pyridine / dimethylformamide 2: POCl3, N,N-dimethylaniline / Heating 3: 83 percent / n-pentyl nitrite, diiodomethane / 2 h / 80 °C 4: 93 percent / NH3 / ethanol / 23 h / 25 °C 5: 84 percent / pyridine / 1.) 0 deg C, 1 h, 2.) 25 deg C, 2 h 6: 51 percent / n-pentyl nitrite, diiodomethane / 7 h / 80 °C View Scheme

1: POCl3, N,N-dimethylaniline / Heating 2: 83 percent / n-pentyl nitrite, diiodomethane / 2 h / 80 °C 3: 93 percent / NH3 / ethanol / 23 h / 25 °C 4: 84 percent / pyridine / 1.) 0 deg C, 1 h, 2.) 25 deg C, 2 h 5: 51 percent / n-pentyl nitrite, diiodomethane / 7 h / 80 °C View Scheme

1: 84 percent / pyridine / 1.) 0 deg C, 1 h, 2.) 25 deg C, 2 h 2: 51 percent / n-pentyl nitrite, diiodomethane / 7 h / 80 °C View Scheme