1: With potassium carbonate in dimethyl sulfoxide 2: With ammonia; sodium methylate T=20°C;

ammonia; sodium methylate in tetrahydrofuran; methanol 1a) 1h, RT 1b) 2h, reflux;

1: 68 percent / LiOH / dimethylsulfoxide / 72 h / 25 °C 2: 62 percent / NH3(gas), NaOCH3 / methanol; tetrahydrofuran / 1a) 1h, RT 1b) 2h, reflux View Scheme

1: 68 percent / LiOH / dimethylsulfoxide / 72 h / 25 °C 2: 62 percent / NH3(gas), NaOCH3 / methanol; tetrahydrofuran / 1a) 1h, RT 1b) 2h, reflux View Scheme

1: SOCl2, DMF / 1) 5 deg C, 10min. 2a) 45min, 5 deg C 2b) 2h, RT 2: 68 percent / LiOH / dimethylsulfoxide / 72 h / 25 °C 3: 62 percent / NH3(gas), NaOCH3 / methanol; tetrahydrofuran / 1a) 1h, RT 1b) 2h, reflux View Scheme