Potassium Cyanide → HCID 10634316, compound

Participants

Reaction Steps

To a solution of 3-pyridinecarboxaldehyde (1.0 g, 9.34 mmole) in CH3CN (45 mL) was added KCN (6.0 g, 93 mmole), TBDMSCl (1.7 g, 11.21 mmole), and ZnI2 (50 mg, 0.16 mmole). After 4 hr at RT the mixture was filtered through celite® and the filtrate was concentrated. Flash chromatography on silica gel (25% EtOAc/hexanes) gave the title compound (2.17 g. 94%) as a clear oil: 1H NMR (300 MHz, CDCl3) δ 8.63-8.73 (m, 2 H), 7.80-7.87 (m, 1 H), 7.33-7.41 (m, 1 H), 5.57 (s, 1 H), 0.97 (s, 9 H), 0.27 (s, 3 H), 0.19 (s, 3 H).

Provenance & Evidence