Potassium Hydroxide → HCID 86732764, compound

Participants

Reaction Steps

To a suspension of 4-methoxybenzyl 5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinoline-3-carboxylate (8.4 g, 13.04 mmol) in a mixture of Methanol (90 mL) and Water (30.0 mL) was added KOH (1.463 g, 26.1 mmol) portionwise. The resulting mixture was stirred under reflux for 1.5 h. The mixture was then cooled down to r.t., concentrated, diluted with water (150 mL) and adjusted pH to 2-3 using 6 N HCl (aq.). The precipitates were collected by filtration and dried to afford 5-chloro-1-ethyl-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (6.7 g, 12.79 mmol, 98% yield) as a white solid. LCMS: (M+H)+: 524.2.

Provenance & Evidence