Methyl iodide → HCID 22145398, compound

Participants

Reaction Steps

3-Acetyl-1-(2-hydroxyethyl)-5-methylpyrazole (0.63 g, 3.77 mM) in ethylene glycol dimethyl ether (10 ml) was treated with silver oxide (0.87 g, 3.77 mM) and methyl iodide (0.28 ml , 4.5 mM). Sodium hydride (0.17 g 60% dispersion in oil, 4.14 mM) was added and the mixture stirred for 2 h, then filtered through celite and evaporated. Purification on silica gel eluting with ethyl acetate cave the title compound (0.157 g, 22%); νmax 1681 cm−1; δH(CDCl3) 2.32 (3H, s), 2.50 (3H, s), 3.30 (3H, s), 3.78 (2H, t, J5.4 Hz), 4.25 (2H, t, J5.4 Hz), and 6.51 (1H, s): EI m/e 182 (65%).

Provenance & Evidence