HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515099Generated: October 25, 2026
Triphenylphosphine → 4-[(3,4-Dichlorobenzyl)oxy]-2-fluorobenzo nitrile
https://huagongshe.com/reaction/1515099
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3,4-Dichlorobenzyl alcohol | HCID 15728 | — |
| Reactant | 2-Fluoro-4-hydroxybenzonitrile | HCID 2734675 | — |
| Reactant | Diethylazodicarboxylate toluene | HCID 66777355 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[(3,4-Dichlorobenzyl)oxy]-2-fluorobenzo nitrile | HCID 67058087 | 89.5% |
Reaction Steps
2-Fluoro-4-hydroxybenzonitrile (350 mg, 2.55 mmol) and 3,4-dichlorobenzyl alcohol (542 mg, 3.06 mmol) were dissolved in tetrahydrofuran (7.0 mL), and triphenylphosphine (803 mg, 3.06 mmol) and a 40% diethyl azodicarboxylate toluene solution (1.40 mL, 3.06 mmol) were added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 50° C. for 5 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 65:35 (v/v)), whereby the objective title compound was obtained as a white solid (676 mg, yield: 89%).
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-6660fa077c184d5ea64363e0bf198eb6 |
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| Source note | uspto-grants-2012_07 |
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