HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466089Generated: October 30, 2026
Allyltributylstannane → 5-allyl-2-benzofuran-1(3H)-one
https://huagongshe.com/reaction/1466089
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyltributylstannane | HCID 90628 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 5-Bromophthalide | HCID 603144 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-allyl-2-benzofuran-1(3H)-one | HCID 66643984 | — |
Reaction Steps
A mixture of 5-bromo-2-benzofuran-1(3H)-one (15.0 g, 70.4 mmol), allyl-tributyl-stannane (25.6 g, 77.5 mmol), LiCl (11.8 g, 282 mmol) and Pd(PPh3)4 (1.2 g, 1.0 mmol) in 100 mL toluene was heated under N2 at 90-100° C. overnight. After cooling to RT, the mixture was diluted with 250 mL EtOAc and filtered. The filtrate was washed with water and brine, dried over anhydrous Na2SO4 and concentrated to dryness. The residue was purified via column (DCM/Pet Ether=1:5) to give the title compound.
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-cce39d8a1d174af782e59f3386c95da8 |
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| Source note | uspto-grants-2015_04 |
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