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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1671560Generated: November 2, 2026

Water → HCID 86634195, compound

https://huagongshe.com/reaction/1671560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 19597231HCID 19597231—
Reactant2-chloroquinolin-5-olHCID 135442221—
SolventAcetoneHCID 180—
SolventEthylacetate heptaneHCID 21899848—
ProductHCID 86634195HCID 8663419530.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

2-Chloro-5-hydroxy-quinoline (0.30 g, 1.67 mmol) was dissolved in aceton (10 mL). Potassium carbonate (370 mg, 2.7 mmol) and bromo-ethyl-methylether (250 □L, 2.7 mmol) were added. The reaction mixture was stirred for 18 h at 50° C. After addition of water the reaction mixture was extracted with ethyl acetate (3×50 mL) and the combined organic phases were dried on sodium sulfate. After evaporation of the solvent a brown oil was obtained which was subjected to column chromatography (silica gel, heptane:ethyl acetate 9:1, 4:1) to yield 2-chloro-5-(2-methoxy-ethoxy)-quinoline as a colorless oil (120 mg, 30%); MS: m/e=238.8 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994324B2
Source datasetuspto-grants-2011_08
ORD IDord-34a3c4d7b5f34a3e9db6df60efea5750
Source noteuspto-grants-2011_08