Potassium Hydroxide → HCID 86732756, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of ethyl 1-ethyl-8-fluoro-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinoline-3-carboxylate (32 g, 59.8 mmol) in a mixture of Methanol (250 mL) and Water (125 mL) was added KOH (6.70 g, 120 mmol) portionwise. The resulting mixture was stirred at 90° C. for 3 h. LCMS indicated completion of the reaction. The mixture was cooled down to r.t. and concentrated. Water was then added, and the mixture was adjusted to pH ˜1 using 6 N aq. HCl. The precipitate was collected by filtration and dried to afford 1-ethyl-8-fluoro-6,7-bis((4-methoxybenzyl)oxy)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (28 g, 55.2 mmol, 92% yield) as a yellow solid. LCMS (M+H)+: 508.2.

Provenance & Evidence