HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83115Generated: October 26, 2026
Triphenylphosphine → 2-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-5-trifluoromethylpyridine
https://huagongshe.com/reaction/83115
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | (5-Methyl-3-phenyl-1,2-oxazol-4-yl)methanol | HCID 2776149 | — |
| Reactant | HCID 178516044 | HCID 178516044 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-5-trifluoromethylpyridine | HCID 68442706 | 51.5% |
Reaction Steps
To a solution of (5-methyl-3-phenyl-isoxazol-4-yl)-methanol (95 mg, 0.50 mmol) in THF (6 mL) was added 2-hydroxy-5-trifluoromethylpyridine (90 mg, 0.55 mmol) and triphenylphosphine (197 mg, 0.75 mmol) at ambient temperature under an argon atmosphere. Then diethyl azodicarboxylate (120 μL, 0.75 mmol) was added and the reaction mixture was stirred for 2.5 h at 50° C. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=95:5 to 0:100) afforded the title compound (86 mg, 51%) as a colourless oil. MS: m/e=335.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08846719B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-efe563209e4148e984831a6d1b50bc83 |
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| Source note | uspto-grants-2014_09 |
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