HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1757202Generated: November 2, 2026
Triphenylarsine → methyl (E) 6-(1,3-dihydro-7-methyl-3-oxo-4-p-toluenesulfonyloxy-6-vinylisobenzofuran-5-yl)-4-methyl-4-hexenoate
https://huagongshe.com/reaction/1757202
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylarsine | HCID 11773 | — |
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | methyl (E) 6-(1,3-dihydro-7-methyl-3-oxo-4-p-toluenesulfonyloxy-6-trifluoromethanesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate | HCID 10555649 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | methyl (E) 6-(1,3-dihydro-7-methyl-3-oxo-4-p-toluenesulfonyloxy-6-vinylisobenzofuran-5-yl)-4-methyl-4-hexenoate | HCID 10672508 | — |
Reaction Steps
A mixture of lithium chloride (4.8 g), tris(dibenzylideneacetone)dipalladium (O) chloroform adduct (0.65 g), triphenylarsine (1.6 g) and methyl (E) 6-(1,3-dihydro-7-methyl-3-oxo-4-p-toluenesulfonyloxy-6-trifluoromethanesulfonyloxyisobenzofuran-5-yl)-4-methyl-4-hexenoate (24.2 g) in N-methylpyrrolidinone (220 ml) was heated to 55° C. Vinyltributyltin (15 g) was added. After 3 hours the mixture was added to water (500 ml), potassium fluoride (16 g) and ethyl acetate. The organic solution was dried, filtered through celite and evaporated to afford methyl (E) 6-(1,3-dihydro-7-methyl-3-oxo-4-p-toluenesulfonyloxy-6-vinylisobenzofuran-5-yl)-4-methyl-4-hexenoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05444072 |
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| Source dataset | uspto-grants-1995_08 |
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| ORD ID | ord-5baab27333ef4f9bae573316c3f76801 |
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| Source note | uspto-grants-1995_08 |
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