HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816689Generated: October 26, 2026
Triethylamine → 4-[5-[4-(6-Methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl ester
https://huagongshe.com/reaction/1816689
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethynyl-4-(6-methoxyhexyloxy)benzene | HCID 22494696 | — |
| Reactant | alpha-Chloro-4-methoxycarbonylbenzaldoxime | HCID 73989494 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[5-[4-(6-Methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl ester | HCID 54392828 | 73.3% |
Reaction Steps
To a solution of 4-methoxycarbonylphenylhydroxyiminomethyl chloride (975 mg) and 1-ethynyl-4-(6-methoxyhexyloxy)benzene (1.06 g) in tetrahydrofuran (10 ml) was added triethylamine (0.83 ml) in tetrahydrofuran (10 ml) over a period of 30 minutes at 40° C., and the mixture was stirred at 40° C. for 3 hours and 30 minutes. The mixture was diluted with dichloromethane and washed with water and brine. The separated organic layer was dried over magnesium sulfate and evaporated under reduced pressure. The residue was triturated with acetonitrile. The precipitate was collected by filtration and dried to give 4-[5-[4-(6-methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl ester (1.37 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06884868B1 |
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| Source dataset | uspto-grants-2005_04 |
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| ORD ID | ord-5e230c76fefc4caa8c269cf774251b70 |
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| Source note | uspto-grants-2005_04 |
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