Benzene, 1-bromo-3-iodo- → 5-(3-Bromophenyl)-1-(2-trimethylsilanylethoxymethyl)-1H-[1,2,4]triazole

Participants

Reaction Steps

This reaction was carried out as described in Example 40, step a, using 1-(2-trimethylsilanylethoxymethyl)-1H-[1,2,4]triazole (5.34 g, 26.8 mmol), butyllithium (26.8 mmol, 1.6 M in hexanes, 16.8 ml), zinc chloride (3.65 g, 26.8 mmol), 3-iodobromobenzene (3.42 ml, 26.8 mmol) and dichlorobis(triphenylphosphine)palladium(II) (942 mg, 5 mol %) to yield the title compound (2.98 g, 31%): 1H NMR (360 MHz, CDCl3) δ 8.11 (1H, s), 7.94 (1H, s), 7.86 (1H, d, J 7.7 Hz), 7.62 (1H, d, J 7.8 Hz), 7.37 (1H, t, J 7.8 Hz), 5.49 (2H, s), 3.79 (2H, t, J 8.3 Hz), 0.97 (2H, t, J 8.3 Hz), 0.00 (9H, s).

Provenance & Evidence