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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922450Generated: October 30, 2026

Water → 1-[3-(3-Methoxypropoxy)-5-methylphenyl]ethanone

https://huagongshe.com/reaction/922450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
ReactantTrimethylboroxineHCID 574072—
Reactant6-Benzofurancarboxylic acid, 4-(acetyloxy)-, ethyl esterHCID 67545162—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Product1-[3-(3-Methoxypropoxy)-5-methylphenyl]ethanoneHCID 68310564—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of the compound obtained in the (1) (8.22 g) in 1,4-dioxane 9100 mL) were added potassium carbonate (8.6 g), trimethylboroxine (3.5 mL) and 1,1′-bis(diphenylphosphino)ferrocene dichloropalladium (II) (1.51 g), and the mixture was heated to stir at 110° C. for 2 hours. After cooling to room temperature, thereto was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over sodium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane→n-hexane/ethyl acetate=5/1) to give 1-[3-(3-methoxypropoxy)-5-methylphenyl]ethanone [REx(21-2)] (4.15 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278944B2
Source datasetuspto-grants-2016_03
ORD IDord-094b9d722302499786841d5949b24691
Source noteuspto-grants-2016_03