Methyl iodide → HCID 68721300, compound

Participants

Reaction Steps

NaH (0.016 g of a 60% dispersion in mineral oil, 0.41 mmol) was added to a 0° C. solution of [4,5-dibromo-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazol-2-yl]ethanol (0.15 g, 0.39 mmol) in THF (2 mL). The solution was stirred at RT for 30 mins, recooled to 0° C. and iodomethane was added (0.052 mL, 0.78 mmol). After 2 h at RT, the reaction mixture was quenched by addition of sat'd NaHCO3 and extracted with CH2Cl2. The organic phase was dried (Na2SO4), filtered, and purified by silica gel chromatography (0-30% EtOAc/hex) to afford the title compound (0.084 g, 54%) as clear oil. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 5.39 (s, 2H), 4.55 (s, 2H), 3.57 (t, J=8.19 Hz, 2H), 3.35 (s, 3H), 0.91 (t, J=8.15 Hz, 2H), −0.01 (s, 9H).

Provenance & Evidence