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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1057928Generated: November 1, 2026

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

https://huagongshe.com/reaction/1057928

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 numberUS06514996B2
Source datasetuspto-grants-2003_02
ORD IDord-bf5cae24d16a45cb90fda3d12b56eda7
Source noteuspto-grants-2003_02