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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084811Generated: October 31, 2026

Dimethylformamide → Methyl 4-methoxy-3-(1-methyl-2-oxobutoxy)benzoate

https://huagongshe.com/reaction/2084811

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-3-pentanoneHCID 545092—
ReactantMethyl 3-hydroxy-4-methoxybenzoateHCID 4056967—
SolventWaterHCID 962—
ProductMethyl 4-methoxy-3-(1-methyl-2-oxobutoxy)benzoateHCID 22734323—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of methyl 3-hydroxy-4-methoxy benzoate (19.3 g), 2-bromo-3-pentanone (19.2 ml), potassium carbonate (29.3 g), and DMF (193 ml) was stirred at 90° C. for 2 hours. After being allowed to stand for cooling, water was added to the mixture followed by extraction with toluene. The organic layer was washed with a saturated saline and dried over sodium sulfate, and the solvent was distilled off. The residue was purified by column chromatography (silica gel, hexane:ethyl acetate=3:1) to give Compound IIk-a (25.8 g, 91.5%) as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06716987B1
Source datasetuspto-grants-2004_04
ORD IDord-bbd35ba7b50b4b9b9e4a1fb5b5c8a4e1
Source noteuspto-grants-2004_04