Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Tri(butyl)vinyltin | HCID 53438229 | — |
| Reactant | HCID 137328927 | HCID 137328927 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 137328926 | HCID 137328926 | 89.3% |
Reaction Steps
After dissolving 1-(tert-butyl)-1,1-diphenylsilyl [(6-chloro-3-pyridyl)methyl]ether (20 g, 52.3 mmol) in toluene (104 ml) and degassing the solution, tetrakis(triphenylphosphine)palladium (3.0 g, 2.6 mmol) and tributylvinyltin (16.5 ml, 56.5 mmol) were added under a nitrogen stream and the mixture was heated to reflux at 120° C. for 7 hours. The reaction mixture was then cooled to room temperature and concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (17.46 g) as a colorless oil. (89.3% yield)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07244730B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-2049d08e2f0f44768a104c9469b735ce |
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| Source note | uspto-grants-2007_07 |
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