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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2908Generated: October 27, 2026

Potassium Hydroxide → 4-(1, 3-Benzodioxol-5-yl)-6-ethoxy-2-(2-methoxybenzyloxy)quinoline-3-carboxylic acid

https://huagongshe.com/reaction/2908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
ReactantMethyl 4-(1,3-benzodioxol-5-yl)-1,2-dihydro-6-ethoxy-1-(2-methoxybenzyl)-2-oxoquinoline-3-carboxylateHCID 9913328—
Reactant4-(1,3-Benzodioxol-5-yl)-1,2-dihydro-6-ethoxy-1-(2-methoxybenzyl)-2-oxoquinoline-3-carboxylic acidHCID 10288713—
SolventMethanolHCID 887—
Product4-(1, 3-Benzodioxol-5-yl)-6-ethoxy-2-(2-methoxybenzyloxy)quinoline-3-carboxylic acidHCID 22445866—

Reaction Steps

A solution of 0.5 g of methyl 4-(1,3-benzodioxol-5-yl)-1,2-dihydro-6-ethoxy-1-(2-methoxybenzyl)-2-oxoquinoline-3-carboxylate and 6 ml of 5N KOH in 10 ml of methanol is boiled under reflux for 2 hours. The usual working up results in 4-(1,3-benzodioxol-5-yl)-1,2-dihydro-6-ethoxy-1-(2-methoxybenzyl)-2-oxoquinoline-3-carboxylic acid, m.p. 225°-226°. Analogously, the O-alkylation product 4-(1, 3-benzodioxol-5-yl)-6-ethoxy-2-(2-methoxybenzyloxy)quinoline-3-carboxylic acid is obtained from methyl 4-(1,3-benzodioxol-5-yl)-6-ethoxy-2-(2-methoxybenzyloxy) quinoline-3-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05731321
Source datasetuspto-grants-1998_03
ORD IDord-3aafaa9bc09e4d7e91b49eec25c1596b
Source noteuspto-grants-1998_03