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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2181164Generated: October 26, 2026

Citric Acid → 1-(4-(6-Benzyloxy-2-naphthyloxy)phenyl)ethan-1-one

https://huagongshe.com/reaction/2181164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactant4'-FluoroacetophenoneHCID 9828—
ReactantPotassium CarbonateHCID 11430—
Reactant6-(Benzyloxy)naphthalen-2-OLHCID 14496473—
SolventDimethylacetamideHCID 31374—
Product1-(4-(6-Benzyloxy-2-naphthyloxy)phenyl)ethan-1-oneHCID 2248490996%

Reaction Conditions

Temperature150 °C

Reaction Steps

4-Fluoroacetophenone (969 μl, 8.00 mmol) was added to dry N,N-dimethylacetamide (12 ml) solution of 6-benzyloxy-2-naphthol (500 mg, 2.00 mmol) and potassium carbonate (553 mg, 4.00 mmol) in nitrogen atmosphere and stirred at 150° C. for 5 hours. After completing the reaction, 10% citric acid was added to the reaction liquid, extracted with methylene chloride, washed with water, dried with magnesium sulfate and concentrated. The obtained residue was purified by silica gel chromatography to obtain the subject compound (707 mg, 1.92 mmol). The result of 1H-NMR was consistent with the above structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06890932B2
Source datasetuspto-grants-2005_05
ORD IDord-cc96b1fd0bce47a8a21d48d8991b0579
Source noteuspto-grants-2005_05