Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 848476Generated: October 30, 2026

Phenol → 1-(4-Chlorophenyl)-1,2-dihydro-3-phenoxyquinoxalin-2-one

https://huagongshe.com/reaction/848476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantSodium hydrideHCID 24758—
Reactant15-Crown-5HCID 36336—
Reactant3-Chloro-1-(4-chlorophenyl)-1,2-dihydroquinoxalin-2-oneHCID 20565466—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product1-(4-Chlorophenyl)-1,2-dihydro-3-phenoxyquinoxalin-2-oneHCID 2056548062.6%

Reaction Steps

A mixture of sodium hydride (0.65 g), "15-crown-5" (1,4,7,10,13-pentaoxacyclopentadecane) (0.5 ml), phenol (2.2 g), and dry toluene was stirred for 30 minutes. To this was added a suspension of 3-chloro-1-(4-chlorophenyl)-1,2-dihydroquinoxalin-2-one (6.0 g) in dry toluene (30 ml) and stirring was continued for 2 hours. Water was added and the product was extracted into chloroform. Evaporation of the solvent and crystallisation from ethanol gave the title compound (4.5 g) mp 239°-241° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04296114
Source datasetuspto-grants-1981_10
ORD IDord-d33363d7642f40b2a42e9ffcbcdd1721
Source noteuspto-grants-1981_10