4-Hydroxybenzyl Alcohol → HCID 86719586, compound

Participants

Reaction Conditions

Reaction Steps

4,5-Dichloroimidazole (0.1 mol) and 4-hydroxybenzyl alcohol (0.1 mol) were combined and heated to 155° C. The crude product was washed with cold ethanol and recrystallized in an EtOH/DMF mixture. This powder (3-(4-hydroxybenzyl)-4,5-dichloroimidazole, 8.23 mmol) was then was dissolved in DMF (3 mL). Iodomethane (72.3 mmol) was added to the reaction mixture and refluxed for 24 hours at 80° C. The solvent was evaporated and remaining oil was washed using ethyl ether to yield a brown precipitate. Yield: 1.28 g, 61%. 1H NMR (300 MHz, DMSO-d6) 3.81 (3H, s, CH3N), 5.34 (2H, CH2), 6.82 (2H, d, Ar), 7.26 (2H, d, Ar), 9.32 (1H, s, NCHN), 9.70 (1H, s, OH).

Provenance & Evidence