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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215672Generated: October 30, 2026

Sulfuric Acid → 6-bromo-4'-methoxyflavone

https://huagongshe.com/reaction/215672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant1,3-Propanedione, 1-(5-bromo-2-hydroxyphenyl)-3-(4-methoxyphenyl)-HCID 11573836—
SolventAcetic AcidHCID 176—
Product6-bromo-4'-methoxyflavoneHCID 11537256—

Reaction Steps

A mixed solution consisting of compound 14 (2.67 g, 7.65 mmol), concentrated sulfuric acid (0.78 ml), and acetic acid (40 ml) was heated to reflux for 1 hour. The temperature of the resultant was returned to room temperature, and ice pieces were then added to the reaction solution. The precipitated crystal was collected by filtration, so as to obtain a product of interest, 6-bromo-4′-methoxyflavone (compound 15). Yield: 2.01 g (yield constant: 79.4%) 1H NMR (300 MHz, CDCl3) δ8.35 (s, 1H), 7.87 (d, J=9.0 Hz, 2H), 7.77 (d, J=9.0 Hz, 1H), 7.45 (d, J=9.3 Hz, 1H), 7.03 (d, J=9.0 Hz, 2H), 6.75 (s, 1H), 3.90 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08192717B2
Source datasetuspto-grants-2012_06
ORD IDord-54020c6efa304eb485750fadda8bc881
Source noteuspto-grants-2012_06