HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501209Generated: October 26, 2026
Phenol → 1-Bromo-2-fluoro-4-(1-phenoxyethyl)benzene
https://huagongshe.com/reaction/1501209
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 1-(4-Bromo-3-fluorophenyl)ethan-1-ol | HCID 71756542 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Bromo-2-fluoro-4-(1-phenoxyethyl)benzene | HCID 118562734 | 89% |
Reaction Steps
A solution of 1-(4-bromo-3-fluorophenyl)ethanol (1 g, 4.58 mmol), phenol (474 mg, 4.58 mmol), and triphenyl phosphine (2.4 g, 6.88 mmol) was stirred in dry tetrahydrofuran (40 mL) under nitrogen atmosphere. After 1 h, the mixture was cooled to 0° C. Diisopropyl azodicarboxylate (2.3 g, 6.88 mmol) was added with drop-wise method and the reaction was stirred at room temperature for 18 hours. The solvent was evaporated and the residue was purified by column chromatography (silica gel, petroleum ether) to get 1-bromo-2-fluoro-4-(1-phenoxyethyl)benzene (900 mg, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206128B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-c1269fa2f8c147b7a8ad9d876f1f5c61 |
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| Source note | uspto-grants-2015_12 |
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