HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502053Generated: October 31, 2026
5-Bromo-2,1,3-benzoxadiazole → 5-Ethenyl-2,1,3-benzoxadiazole
https://huagongshe.com/reaction/1502053
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-Bromo-2,1,3-benzoxadiazole | HCID 2776298 | — |
| Reactant | Potassium vinyltrifluoroborate | HCID 23679353 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Ethenyl-2,1,3-benzoxadiazole | HCID 59568720 | — |
Reaction Steps
5-bromo-2,1,3-benzoxadiazole (4.0 g, 20 mmol), potassium vinyltrifluoroborate (5.40 g, 40.2 mmol) and Pd(dppf)Cl2 (1.6 g, 2 mmol) in TEA (5.2 mL) and EtOH (15 mL) were added to a flask containing a stir bar, and the flask was then heated at 80° C. for 12 h. The organic residue was dissolved in EtOAc (500 mL) and the solution was washed with brine, dried over sodium sulfate, filtered and concentrated. The resulting organic residue was subjected to purification over silica gel to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206199B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-d5b2287e445a456ea9b27d38ab01eb37 |
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| Source note | uspto-grants-2015_12 |
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