HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509458Generated: October 29, 2026
4-Fluorophenol → 7-(4-Fluorophenoxy)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-4,5,6,7-tetrahydrobenzo[d]isoxazole
https://huagongshe.com/reaction/509458
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Fluorophenol | HCID 9732 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | HCID 89545187 | HCID 89545187 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-(4-Fluorophenoxy)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-4,5,6,7-tetrahydrobenzo[d]isoxazole | HCID 71557817 | 43.2% |
Reaction Steps
To a mixture of 3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-4,5,6,7-tetrahydrobenzo[d]isoxazol-7-ol (48 mg, 0.149 mmol) in THF (1.0 mL) was added 4-flurophenol (23 mg, 0.2 mmol), Ph3P (58 mg, 0.22 mmol) and DEAD (39 mg, 0.22 mmol). The reaction mixture was stirred over night at 50° C. The reaction mixture cooled, diluted with EtOAc, washed with water and brine, dried over MgSO4 and concentrated. The crude product was purified by preparative TLC using 5% MeOH in DCM as solvent to afford 27 mg of the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09096582B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-b43af41842274b0583e8ac2ffc2ca707 |
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| Source note | uspto-grants-2015_08 |
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