Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Allyltributylstannane | HCID 90628 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 5-Bromo-2,1,3-benzoxadiazole | HCID 2776298 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Allyl-2,1,3-benzoxadiazole | HCID 59568714 | — |
Reaction Steps
To a 250 mL flask charged with 5-Bromo-2,1,3-benzoxadiazole (5.0 g, 25 mmol), Palladium Tetrakis (0.87 g, 0.75 mmol), and lithium chloride (2.1 g, 50 mmol) was added Allyl Tri-n-butyltin (10 g, 30 mmol) and toluene (100 mL). The mixture was attached to a reflux condenser, sealed and purged with nitrogen. The reaction was heated to 110° C. for 2 hours. TLC showed good and complete reaction. The reaction was diluted with EtOAc, washed with brine, concentrated and purified by silica gel chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08999990B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-6554cabd3a8c4d4d81472f4ed1bad63a |
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| Source note | uspto-grants-2015_04 |
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