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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618900Generated: November 1, 2026

3-Hydroxyquinoline → HCID 70968042, compound

https://huagongshe.com/reaction/1618900

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxyquinolineHCID 11376—
ReactantSodium hydrideHCID 24758—
Reactant2-FluorobenzonitrileHCID 67855—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 70968042HCID 7096804280.8%

Reaction Steps

After 0.27 g of 3-hydroxyquinoline was dissolved in N-methyl-2-pyrrolidone, 0.087 g of sodium hydride (60% oil dispersion) was added under ice-cooling, and the mixture was stirred for 30 minutes. At the same temperature, 0.27 g of 2-fluorobenzonitrile was added and then the mixture was stirred for 6 hours at room temperature. After the reaction mixture was poured into ice water, extracted with ethyl acetate, and washed with saturated saline solution, the resultant was dried with magnesium sulfate. After the solvent was evaporated under reduced pressure, the crude product was purified by silica gel column chromatography to obtain 0.37 g of 3-(2-cyanophenoxy)quinoline (Compound Number 62).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772200B2
Source datasetuspto-grants-2014_07
ORD IDord-6225f4ca0ce94b83bd8aafe913086e01
Source noteuspto-grants-2014_07