| Summary: | N-Butylpyridin-2-amine (3). An oven-dried, 250 mL three-necked roundbottomed flask fitted with a 25 x 15 mm Teflon-coated oval magnetic stir bar,
a thermometer, rubber septum and a Liebig reflux condenser, is connected to
a Schlenk line (Note 2). Sodium hydride (NaH) (3.00 g, 75.0 mmol, 3.0 equiv)
(Note 3) is charged to the reaction vessel, after which it is evacuated and
backfilled with argon three times. Anhydrous THF (Note 4) (35 mL) is added
via a syringe. The reaction flask is suspended in a 22 °C water bath, and
lithium iodide (LiI) (6.69 g, 50.0 mmol, 2.0 equiv) (Note 5) is introduced
through the top of the reflux condenser, after which the Ar line is
reintroduced with an out needle in place for 5 min to exchange the
atmosphere.
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