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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275079Generated: October 25, 2026

Hydrochloric Acid → 2-Fluoro-3-methoxy-naphthacene-5,12-dione

https://huagongshe.com/reaction/275079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantPotassium CarbonateHCID 11430—
Reactant2,3-Difluoronaphthacene-5,12-dioneHCID 20089834—
SolventTetrahydrofuranHCID 8028—
Product2-Fluoro-3-methoxy-naphthacene-5,12-dioneHCID 2008982425%

Reaction Steps

1 g (3.4 mmol) of 2,3-difluoronaphthacene-5,12-dione, 0.94 g (6.8 mmol) of potassium carbonate, 3.24 g of methanol and 20 ml of tetrahydrofuran (THF) are stirred at 25° C. for 18 hours and under reflux for 3 days. The mixture is cooled and dilute hydrochloric acid is added. The product is filtered off, washed with water, dried and chromatographed with methylene chloride on silica gel. Sublimation under 1.3×10-1 bar/180°-310° C. gives 0.26 g (25%) of pure product, melting point >250° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05391749
Source datasetuspto-grants-1995_02
ORD IDord-56602de3d6b145248fd309978bda4083
Source noteuspto-grants-1995_02