Pivalic acid → 2-(tert-Butyl)isonicotinonitrile

Participants

Reaction Steps

A mixture of 4-cyanopyridine (10 g, 96 mmol), trimethylacetic acid (9.8 g, 96 mmol), and silver nitrate (1.63 g, 9.6 mmol) in 10% aqueous sulfuric acid (100 ml) at 70° C. was treated with a solution of ammonium peroxodisulfate (21.9 g, 96 mmol) in water (120 ml) according to the method of Description 10. Purification by column chromatography on silica eluting with 10% Et2O in iso-hexanes gave the title compound (6.5 g, 42%).

Provenance & Evidence