HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240809Generated: October 26, 2026
Triethylamine → 3-(Trifluoromethyl)isoxazole
https://huagongshe.com/reaction/240809
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 4-nitrobutyrate | HCID 25604 | — |
| Reactant | 1,4-Diisocyanatobenzene | HCID 61009 | — |
| Reactant | Benzene, 1-methoxy-4-(3,3,3-trifluoro-1-propynyl)- | HCID 11333117 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(Trifluoromethyl)isoxazole | HCID 13739401 | 56.5% |
Reaction Steps
1,4-Phenylene diisocyanate (597.1 mg, 3.73 mol) and triethylamine (780 μL, 5.60 mmol) were added to a solution of 1-methoxy-4-trifluoropropynylbenzene (373.2 mg, 1.86 mmol) and 4-nitrobutanoic acid methyl ester (441.5 mg, 2.80 mmol) in toluene (10 mL). Using a microwave reactor, the obtained mixture was stirred at 150° C. for 2 hours. The reaction solution was filtered with celite, and the solvent was then distilled away. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain a trifluoromethyl isoxazole compound (144.0 mg, yield: 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08648103B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-2e26deebd655408b90e6dec23afdcba7 |
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| Source note | uspto-grants-2014_02 |
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