4-(N,N-dimethlyamino)pyridine in tetrahydrofuran Ambient temperature;

1: 1.) butyllithium / 1) THF, 0 deg C; 2) -75 deg C, THF 2: 76 percent / 4-(dimethylamino)pyridine / tetrahydrofuran / 23 h / Ambient temperature View Scheme

1: 1.) butyllithium / 1) THF, 0 deg C; 2) -75 deg C, THF 2: 76 percent / 4-(dimethylamino)pyridine / tetrahydrofuran / 23 h / Ambient temperature View Scheme

1: 50 percent 2: 1.) butyllithium / 1.) THF, hexane, 0 deg C, 20 min, 2.) -70 deg C; 3: 76 percent / 4-N-dimethylaminopyridine / tetrahydrofuran / Ambient temperature View Scheme