Thionyl Chloride → 1-(2-Bromobenzyl)-5-(3-chloropropyl)-1H-imidazole

Participants

Reaction Steps

To a solution of SOCl2 (0.55 mL, 7.54 mmol) in CH2Cl2 (15 mL) at 0° C. is added 3-[3-(2-bromobenzyl)-3H-imidazol-4-yl]propan-1-ol in portion and the resulting white suspension is refluxed for 1.5 h. The mixture is cooled with ice and collected to give a buff-colored solid, which is partitioned between CH2Cl2 and saturated aqueous NaHCO3. The organic layer is washed with brine, dried over anhydrous Na2SO4, and concentrated to give an oil. MS (ESI) m/z 313 (M+H).

Provenance & Evidence