HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386625Generated: October 25, 2026
Water → 4-[5-(4-n-Pentyloxyphenyl)isoxazol-3-yl]bromobenzene
https://huagongshe.com/reaction/1386625
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Eth-1-ynyl-4-(pentyloxy)benzene | HCID 2775119 | — |
| Reactant | 4-Bromobenzaldehyde oxime chloride | HCID 73752893 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[5-(4-n-Pentyloxyphenyl)isoxazol-3-yl]bromobenzene | HCID 21182347 | 55.6% |
Reaction Steps
To a solution of 4-bromobenzaldehyde oxime chloride (647 mg) and 4-n-pentyloxy-phenylacetylene (650 mg) in tetrahydrofuran (7 ml) was added triethylamine (0.5 ml) in tetrahydrofuran (5 ml) dropwise at 40° C. The solution was stirred at 40° C. for 30 minutes, poured into water and extracted with ethyl acetate. The organic layer was washed with H2O, brine and dried over magnesium sulfate. The solvents were removed under reduced pressure and the residue was triturated with acetonitrile. The precipitate was collected by filtration and dried to give 4-[5-(4-n-pentyloxyphenyl)isoxazol-3-yl]bromobenzene (0.59 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06265536B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-e92c0896ad6f4906a5ddc2f43ab28bad |
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| Source note | uspto-grants-2001_07 |
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