Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766015Generated: October 31, 2026

Water → 4-nitrophenyl 3,4-dihydroquinoline-1(2H)-carboxylate

https://huagongshe.com/reaction/1766015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
Reactant1,2,3,4-TetrahydroquinolineHCID 69460—
Reactant4-Nitrophenyl chloroformateHCID 82129—
SolventTetrahydrofuranHCID 8028—
Product4-nitrophenyl 3,4-dihydroquinoline-1(2H)-carboxylateHCID 17848819108.1%

Reaction Steps

1,2,3,4-Tetrahydroquinoline (1 ml, 7.97 mmol) was dissolved in THF (20 ml), and pyridine (1.58 ml, 15.93 mmol) was added thereto and cooled on ice. p-Nitrophenyl chloroformate (1.61 g, 7.97 mmol) was added to the reaction solution and stirred at room temperature for 4 hours, then water and a saturated saline solution were added, and the reaction solution was extracted with ethyl acetate. The extract was dried over magnesium sulfate and concentrated under reduced pressure, whereby 2.57 g 4-nitrophenyl 3,4-dihydroquinoline-1(2H)-carboxylate was obtained as pale yellow solution.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07229986B2
Source datasetuspto-grants-2007_06
ORD IDord-e3851f739dee4ba0a10bb10ad5c0104f
Source noteuspto-grants-2007_06