Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174478Generated: November 2, 2026

Phosphorus oxychloride → HCID 86698900, compound

https://huagongshe.com/reaction/2174478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantTriethylazanium chlorideHCID 12698378—
ReactantHCID 67977592HCID 67977592—
SolventAcetonitrileHCID 6342—
ProductHCID 86698900HCID 86698900100%

Reaction Conditions

Temperature120 °C

Reaction Steps

8-chloro-5-(2-(piperidin-1-yl)ethoxy)quinolin-2(1H)-one (275 mg, 0.9 mmol, 1 eq.) was placed in acetonitrile (2.3 mL) in the presence of POCl3 (418 μL, 4.5 mmol, 5 eq.) and triethylammonium chloride (1 g, 4.5 mmol, 5 eq.). The reaction mixture was stirred at 120° C. during 3 hours. The mixture was then concentrated under reduced pressure and, after adding water to the residue (5 mL), was stirred at room temperature during 30 minutes. Then the resulting precipitate was washed with water and filtered to give 2,8-dichloro-5-(2-(piperidin-1-yl)ethoxy)quinoline (228 mg, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09061999B2
Source datasetuspto-grants-2015_06
ORD IDord-d1cffd39606d408eb8824885eac0bf71
Source noteuspto-grants-2015_06