Methyl iodide → 1-methyl-2-phenyl-1H-imidazole

Participants

Reaction Steps

2-phenylimidazole (5 g) was taken into 150 ml of THF. To this solution 2.3 g of NaH were added. After refluxing for an hour under nitrogen 5.9 g of methyl iodide were added. The reaction mixture was refluxed for another 3 hours under nitrogen and then quenched with 5 ml of water. The solution was evaporated to dryness, and 200 ml of ethylacetate were added. The solution was washed with water and dried over MgSO4. The resulting product was column purified on a SiO2 using dichloromethane methane solvent mixture (95:5). The purified product is colourless oil. 1H NMR (CDCl3) δ 7.55 (2H, d, J=4.5 Hz), 7.34(3H, dd J=5.3, 1.76), 7.01 (1H, d J=1.2 Hz), 6.85 (1H, d 1.2 Hz), 3.6 (3H, s).

Provenance & Evidence