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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360111Generated: October 31, 2026

2-Chloro-1,3,5-trimethylbenzene → HCID 5781145, compound

https://huagongshe.com/reaction/2360111

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-1,3,5-trimethylbenzeneHCID 15462—
Reactant1-(2,4-dihydroxyphenyl)-2-(2,4-dimethoxyphenyl)ethanoneHCID 3260428—
SolventDimethylformamideHCID 6228—
ProductHCID 5781145HCID 578114570.6%

Reaction Conditions

Temperature110 °C

Reaction Steps

BF3—OEt2 complex (14 ml, 112 mmol) was gradually added to a solution of 1-(2,4-dihydroxy-phenyl)-2-(2,4-dimethoxy-phenyl)-ethanone (8.1 gm, 28 mmol) in DMF at 0° C. The resulting solution was stirred for 30 min. Mesityl chloride (6.5 ml, 84 mmol) was then gradually added to it at 50° C. The solution was then heated up to 110° C. for 5 hours. The mixture was then concentrated. The residue was treated with ice and the solid obtained was purified with silica gel column chromatography using hexane-chloroform as the eluent to give 3-(2,4-dimethoxy-phenyl)-7-hydroxy-chromen-4-one (5.9 gm, 70%) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686028B2
Source datasetuspto-grants-2014_04
ORD IDord-dadaef6c58594178ace75397f8fa3476
Source noteuspto-grants-2014_04