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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225826Generated: October 31, 2026

Sodium hydride → HCID 54247125, compound

https://huagongshe.com/reaction/2225826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantEthyl 2-(4-hydroxyphenyl)-2-oxoacetateHCID 11715332—
Reactant1-(3-Bromopropyl)quinolin-2(1H)-oneHCID 19978327—
SolventDimethylformamideHCID 6228—
ProductHCID 54247125HCID 54247125—

Reaction Steps

A solution of 4-hydroxy-alpha-oxobenzeneacetic acid ethyl ester (0.73 g) in dimethylformamide (10 mL) was treated with 55% sodium hydride (0.164 g), stirred for 15 minutes and then 1-(3-bromopropyl)-1,2-dihydro-2-oxoquinoline (1 g) was added and rinsed in with dimethylformamide (4 mL). The mixture was stirred at room temperature for 22 hours and worked up as in Example 20. The residual solid was purified by flash chromatography over silica gel (ethyl acetate-hexane; 1:4). Crystallization of the resulting solid furnished 1.0.g of 4-[3-(1,2-dihydro-2-oxo-1-quinolinyl)propoxy]-alpha-oxobenzeneacetic acid ethyl ester, mp 108°-109° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05344843
Source datasetuspto-grants-1994_09
ORD IDord-25c44570ffd24f04809c573d54f4f704
Source noteuspto-grants-1994_09