HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480262Generated: October 26, 2026
Citric Acid → 1-(4-(6-Benzyloxy-2-naphthyloxy)phenyl)ethan-1-one
https://huagongshe.com/reaction/480262
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | 4'-Fluoroacetophenone | HCID 9828 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-(Benzyloxy)naphthalen-2-OL | HCID 14496473 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 1-(4-(6-Benzyloxy-2-naphthyloxy)phenyl)ethan-1-one | HCID 22484909 | 96% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06649656B1 |
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| Source dataset | uspto-grants-2003_11 |
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| ORD ID | ord-da138d5254294875b31f095142a92c7c |
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| Source note | uspto-grants-2003_11 |
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