1: nitrosonium hexafluorophosphate / acetonitrile / 0.5 h / 0 °C 2: NaOCH3 / methanol / Ambient temperature View Scheme

pyridine; [NO][PF6]; sodium methylate Multistep reaction;

[NO][PF6]; tetraethylammonium bromide 1.) CH3CN, 0 deg C, 5 min, 2.) 0 deg C, 1 h; Yield given. Multistep reaction;

1: 82 percent / barium hydroxide octahydrate / methanol / 0.17 h / Ambient temperature 2: 79 percent / H2 / Pd-black / H2O / 1 h View Scheme

Multi-step reaction with 4 steps 1: 94 percent / pyridine / 3 h / Ambient temperature2: 2.2 g / 1M methanolic ammonia / 6 h / Ambient temperature3: 68 percent / sodium azide, ammonium chloride / dimethylformamide / 1.2 h / Heating4: 1.) 1.4 M methanolic hydrochloric acid / 1.) reflux, 1.5 h; 2.) pyridine, roomtemp., overnight  

Multi-step reaction with 3 steps 1: 2.2 g / 1M methanolic ammonia / 6 h / Ambient temperature2: 68 percent / sodium azide, ammonium chloride / dimethylformamide / 1.2 h / Heating3: 1.) 1.4 M methanolic hydrochloric acid / 1.) reflux, 1.5 h; 2.) pyridine, roomtemp., overnight  

With  methanol; sodium methylate T=20°C; 0.0333333 h;  sonication;