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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633737Generated: October 30, 2026

Nitric Acid → 6-fluoro-8-nitro-3,4-dihydro-2H-1-benzopyran-4-one

https://huagongshe.com/reaction/1633737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitric AcidHCID 944—
ReactantSulfuric AcidHCID 1118—
Reactant6-fluoro-2,3-dihydro-4H-1-benzopyran-4-oneHCID 2733262—
SolventWaterHCID 962—
Product6-fluoro-8-nitro-3,4-dihydro-2H-1-benzopyran-4-oneHCID 18679751—

Reaction Conditions

Temperature0 °C

Reaction Steps

Concentrated sulfuric acid (5 mL) was cooled to −15° C., treated with 6-fluoro-2,3-dihydro-4H-chromen-4-one (1.0 g, 6.0 mmol), treated with a mixture of 70% nitric acid (1.8 mL) and concentrated sulfuric acid (2.8 mL), stirred at 0° C. for 2 hours and poured into water. The resulting solid was collected by filtration, washed with water and dried under vacuum. Purification of the residue on silica gel eluting with 1:1 ethyl acetate:hexanes provided the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503935B1
Source datasetuspto-grants-2003_01
ORD IDord-d4234b0183be41b59b62d207fb2d4dd6
Source noteuspto-grants-2003_01