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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295965Generated: October 30, 2026

Acetone → 1-(5-Bromo-2-methoxy-3-nitrophenyl)ethan-1-one

https://huagongshe.com/reaction/1295965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantDimethyl SulfateHCID 6497—
ReactantPotassium CarbonateHCID 11430—
Reactant5'-Bromo-2'-hydroxy-3'-nitroacetophenoneHCID 689071—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product1-(5-Bromo-2-methoxy-3-nitrophenyl)ethan-1-oneHCID 2292969788.3%

Reaction Steps

A mixture of the 1-(5-bromo-2-hydroxy-3-nitrophenyl)-1-ethanone (17.4 g), dimethylsulfuric acid (12.7 g), potassium carbonate (13.8 g) and acetone (200 mL) was heated to reflux for 15 hours, and then water was added to the mixture and extraction was performed with ethyl acetate. The organic layer was washed with brine and then dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (16.2 g) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244730B2
Source datasetuspto-grants-2007_07
ORD IDord-c573ce16fa364af2b008377b484d6d15
Source noteuspto-grants-2007_07