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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084809Generated: October 28, 2026

Dimethylformamide → 4-Bromo-2-(3-oxopentan-2-yloxy)anisole

https://huagongshe.com/reaction/2084809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-2-methoxyphenolHCID 142228—
Reactant2-Bromo-3-pentanoneHCID 545092—
SolventWaterHCID 962—
Product4-Bromo-2-(3-oxopentan-2-yloxy)anisoleHCID 22734124—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 5-bromo-2-methoxyphenol (50.0 g), 2-bromo-3-pentanone (68.1 g), potassium carbonate (52.8 g), and DMF (500 ml) was stirred at 70° C. for 2 hours. After being allowed to stand for cooling, water was added to the mixture followed by extraction with ether. The organic layer was washed with a saturated saline and dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography (hexane:chloroform=1:1) to give Compound IIb-a (86.8 g, 94.0%) as a pale-yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06716987B1
Source datasetuspto-grants-2004_04
ORD IDord-515187bf1116404aaa6b420f9d5c6077
Source noteuspto-grants-2004_04