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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809344Generated: November 1, 2026

2-Hydroxyquinoline → Quinoline

https://huagongshe.com/reaction/1809344

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-HydroxyquinolineHCID 6038—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant1,4-DioxaneHCID 31275—
ReactantSodium BicarbonateHCID 516892—
SolventEthyl AcetateHCID 8857—
ProductQuinolineHCID 7047—

Reaction Conditions

Temperature75 °C

Reaction Steps

In a 100 ml flask was placed starting material quinolone (4.22 g) and dioxane (40 ml). POCl3 (4.6 g) was added, and the mixture was heated to 75° C. After 2 hours, HPLC showed the reaction finished (99.7% conversion). Reaction mixture was cooled to room temperature, and then poured to 100 ml saturated NaHCO3 solution and 20 ml EtOAc. The resulting suspension was stirred for 3 hours. Product was isolated by filtration, washing with EtOAc and drying under vacuum. Yield: 4.0 g, 90.9%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362035B2
Source datasetuspto-grants-2013_01
ORD IDord-5c7ad6e0d2fb49b3b58b2d59d9b328d6
Source noteuspto-grants-2013_01