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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493325Generated: October 27, 2026

Ethylene carbonate → 2-(2-Amino-8-quinolinyloxy)-ethanol

https://huagongshe.com/reaction/493325

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene carbonateHCID 7303—
Reactant2-Amino-8-quinolinolHCID 4653788—
ReactantHCID 178418922HCID 178418922—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product2-(2-Amino-8-quinolinyloxy)-ethanolHCID 2203625428%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-amino-8-quinolinol (3.20 g, 20.0 mmol), ethylene carbonate (1.76 g, 20.0 mmol) and KO-t-Bu (2.24 g, 20.0 mmol) in DMF (20 mL) was stirred at 90° C. for 15 h The mixture was poured into brine, extracted with EtOAc, dried (MgSO4), and concentrated under reduced pressure. The residue was purified by chromatography on silica gel using toluene/EtOAc/MeOH (50:50-2) as eluent to give 1.13 g (28%) of the title product as a solid HRMS m/z calcd for C11H12N2O2 (M)+ 204.0899. found 204.0906

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534794B2
Source datasetuspto-grants-2009_05
ORD IDord-a35f634e055c47b38493527ae94be092
Source noteuspto-grants-2009_05