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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266635Generated: October 30, 2026

Potassium trimethylsilanolate → [3-(4-chlorobenzyl)-4,7-dimethylquinolin-5-yloxy]acetic Acid

https://huagongshe.com/reaction/2266635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium trimethylsilanolateHCID 23668039—
Reactant[3-(4-chlorobenzyl)-4,7-dimethylquinolin-5-yloxy]acetic Acid Methyl EsterHCID 68782397—
SolventTetrahydrofuranHCID 8028—
Product[3-(4-chlorobenzyl)-4,7-dimethylquinolin-5-yloxy]acetic AcidHCID 57742511—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of [3-(4-chlorobenzyl)-4,7-dimethylquinolin-5-yloxy]acetic acid methyl ester (1.8 g), tetrahydrofuran and potassium trimethylsilanolate (0.19 g) was heated at 100° C. in a microwave reactor for 5 minutes. The mixture was concentrated under reduced pressure, diluted with water and acidified by the addition of concentrated hydrochloric acid. The resulting precipitate was collected by filtration and purified by preparative reverse-phase HPLC, using a gradient over 30 minutes of acetonitrile in water (35% to 95% organic modifier) to afford title compound, 0.015 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858640B2
Source datasetuspto-grants-2010_12
ORD IDord-498f70889cdf42a89140fb26f29ca368
Source noteuspto-grants-2010_12