Sodium Hydroxide → HCID 11644260, compound

Participants

Reaction Steps

A solution of 3-(3-methoxyphenyl)-7-methylimidazo[1,2-α]pyridine (19 g, 80 mmol) in hydrogen bromide (160 ml of a 45% w/v solution in acetic acid) was heated at reflux for 18 hours. The cooled reaction was poured into sodium hydroxide solution (800 ml of a 4M aqueous solution), the pH adjusted to 7 with acetic acid and the resulting cream-coloured solid filtered and dried under vacuum at 60° C. to yield 3-(7-methylimidazo[1,2-α]pyridin-3-yl)phenol (18 g, 95%). 1H NMR (400 MHz, CDCl3) δH 6.79-6.83 (2H, m), 6.96-7.01 (2H, m), 7.30-7.33 (1H, m), 7.41 (1H, s), 7.62 (1H, s), 8.42 (1H, d, J 7); m/z (ES+) 225 (M++H).

Provenance & Evidence