HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515078Generated: October 25, 2026
Triphenylphosphine → Ethyl 3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propionate
https://huagongshe.com/reaction/1515078
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-(Trifluoromethyl)benzenemethanol | HCID 67684 | — |
| Reactant | Diethylazodicarboxylate toluene | HCID 66777355 | — |
| Reactant | Ethyl 3-ethoxy-3-(4-hydroxyphenyl)propionate | HCID 67058135 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 3-ethoxy-3-(4-{[4-(trifluoromethyl)benzyl]oxy}phenyl)propionate | HCID 67058053 | 75% |
Reaction Steps
Ethyl 3-ethoxy-3-(4-hydroxyphenyl)propionate (100 mg, 0.420 mmol) produced in Example 1 (1C) and [4-(trifluoromethyl)phenyl]methanol (111 mg, 0.630 mmol) were dissolved in tetrahydrofuran (10 mL), and triphenylphosphine (178 mg, 0.680 mmol) and a 40% diethyl azodicarboxylate toluene solution (309 μL, 0.680 mmol) were added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 50° C. for 4 hours. After the reaction solution was cooled to room temperature, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 95:5 (v/v)), whereby the objective title compound was obtained as a colorless oily substance (125 mg, yield: 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08222281B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-ed2253a9add0408fa00faaa9c5c50758 |
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| Source note | uspto-grants-2012_07 |
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