Sulfuric Acid → 6-Tert-butyl-4-methylnicotinonitrile

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Reaction Steps

The title compound was synthesized according to the procedure described for the synthesis of 6-tert-butylnicotinonitrile starting from 4-methylnicotinonitrile (0.5 g, 4.23 mmol), pivalic acid (2.2 g, 21.1 mmol), AgNO3 (0.09 g, 0.55 mmol), (NH4)2S2O8 (1.25 g, 5.5 mmol) and 7.5 ml 10% H2SO4. Purified by normal phase chromatography using 95/5 to 90/10 heptane/ethyl acetate. (Yield: 578 mg, 78%). 1H NMR (400 MHz, CDCl3) δ ppm 1.36 (s, 9 H), 2.53 (s, 3 H), 7.28 (s, 1 H), 8.72 (s, 1 H).

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