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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750123Generated: October 28, 2026

Ethanol → 7-(4-BROMOBUTOXY)-QUINOLINE-2(1H)-ONE

https://huagongshe.com/reaction/1750123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant1,4-DibromobutaneHCID 8056—
ReactantPotassium CarbonateHCID 11430—
Reactant2H-Benzimidazol-2-one, 1,3-dihydro-5-hydroxy-HCID 13616640—
SolventWaterHCID 962—
Product7-(4-BROMOBUTOXY)-QUINOLINE-2(1H)-ONEHCID 1075631525%

Reaction Steps

A mixture of intermediate 38 (253 mg, 1.68 mmol), 1,4-dibromobutane (0.6 mL, 5.04 mmol) and anhydrous K2CO3 (232 mg, 1.68 mmol) was dissolved in EtOH and the solution was heated to reflux overnight. The solution was diluted with water and extracted with EtOAc. The combined organic layers were washed with saturated NaHCO3, brine, dried over anhydrous Na2SO4, concentrated in vacuo and purified by flash chromatography on silica gel column (elution with PE/EtOAc=4:1) to give 7-(4-bromobutoxy)quinolin-2(1H)-one (intermediate 48) (120 mg, 25%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156822B2
Source datasetuspto-grants-2015_10
ORD IDord-c82a4273eac4450dbbb6f6468cf0431a
Source noteuspto-grants-2015_10