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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474518Generated: October 26, 2026

Diphenyl Ether → 5-propoxy-4H-benzo[f]quinolin-1-one

https://huagongshe.com/reaction/1474518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl EtherHCID 7583—
Reactant2,2-Dimethyl-5-[(3-propoxynaphthalen-2-ylamino) methylene][1,3]dioxane-4,6-dioneHCID 58492463—
Product5-propoxy-4H-benzo[f]quinolin-1-oneHCID 58492373106.3%

Reaction Steps

2,2-Dimethyl-5-[(3-propoxynaphthalen-2-ylamino) methylene][1,3]dioxane-4,6-dione (4.19 g, 11.7 mmol) was added to diphenyl ether (15 ml), and the mixture was heated with a mantle heater and then maintained under reflux for 2 hours. The mixture was cooled to room temperature and purified using silica gel column chromatography (dichloromethane:methanol=70:1→9:1). The purified product was concentrated to dryness under reduced pressure, giving a dark brown powder of 5-propoxy-4H-benzo[f]quinolin-1-one (3.15 g, yield: 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018229B2
Source datasetuspto-grants-2015_04
ORD IDord-61016512ae5f48e29b8ffc302d0dfeb3
Source noteuspto-grants-2015_04