Pyridinium chloride → 2-(4-Hydroxyphenyl)-5-benzofurancarboxylic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of 142 (0.45 g, 1.6 mmol) and Pyridine HCl (10 g) was heated to 200° C. After 1 hr, the reaction was cooled and diluted with water. The aqueous layer was extracted with EtOAc, dried, concentrated to give a solid which was triturated with CH2Cl2 and filtered to give 143 (0.23 g, 58%): Mp>300° C.; 1H NMR (DMSO-d6) δ 12.87 (br s, 1 H), 9.86 (br s, 1 H), 8.21 (d, 1 H, J=1.6 Hz), 7.86 (dd, 1 H, J=8.8 Hz, 1.5 Hz), 7.76 (d, 2H, J=8.8 Hz), 7.67 (d, 1 H, J=8.8 Hz), 7.29 (s, 1 H), 6.89 (dd, 2 H, J=7.7 Hz, 2.0 Hz); MS 253 (M−H)−

Provenance & Evidence