Sodium Hydroxide → 5-(Oxiran-2-yl)-2-(1H-tetrazol-1-yl)pyridine

Participants

Reaction Conditions

Reaction Steps

A solution of 5-ethenyl-2-(1H-tetrazol-1-yl)pyridine (0.664 g, 3.83 mmol) in a 2:1 ratio of H2O:t-BuOH (30 mL) was treated with N-bromosuccinimide in portions over 5 minutes (0.751 g, 4.22 mmol, 1.1 equiv) and stirred at 40° C. for 1 hour. After cooling to 5° C., the reaction was basified with drop wise addition of solution of sodium hydroxide (0.46 g in 5 mL of H2O, 11.50 mmol, 3 equiv) and stirred for another 1 hour. The reaction mixture was poured into H2O (10 mL) and the product was precipitated out as white solid, filtered, washed with water, dried, yielding the title compound.

Provenance & Evidence