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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109650Generated: October 30, 2026

Ethyl Acetate → HCID 18653280, compound

https://huagongshe.com/reaction/1109650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant1-IodohexaneHCID 12527—
ReactantHCID 10894986HCID 10894986—
SolventDimethylformamideHCID 6228—
ProductHCID 18653280HCID 18653280—

Reaction Conditions

Temperature60 °C

Reaction Steps

Potassium carbonate (500 mg, 3.6 mmol) and 1-iodohexane (1.0 ml, 6.79 mmol) were added to a solution of (S)-(E)-3-[1-(3,4-dihydroxy-5-methoxyphenyl)methyl]-2-(3,4,5-trimethoxybenzylidene)butanolide (324 mg, 0.78 mmol) in 10 ml of DMF, followed by stirring at 60° C. for 4.5 hours. The reaction mixture was poured into 50 ml of ethyl acetate and then the resulting solution was washed successively with water, 2N-HCl, water and saturated NaHCO3. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. Brown oil thus obtained was purified by column chromatography (silica gel: "FUJI-DAVIDSON BW-300", eluent: 1:3 mixed solvent of ethyl acetate and hexane), whereby 310 mg of the title compound were obtained as colorless oil (yield: 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05321135
Source datasetuspto-grants-1994_06
ORD IDord-3a9b2d034da1446bad02f3ae86938a84
Source noteuspto-grants-1994_06