Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 8-Bromo-2-methoxyquinoline | HCID 14978014 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67130968 | HCID 67130968 | 91% |
Reaction Steps
A solution of 8-bromo-2-methyloxyquinoline (10.0 g), Pd(OAc)2 (311 mg), P(o-Tol)3 (1.28 g) in DMF (100 mL) was treated with TEA (17.6 mL) and methyl acrylate (18.93 mL). The solution was purged 3 times with nitrogen and stirred at 120° C. for 1 h. The reaction mixture was diluted with water (200 mL) and extracted with ether/EA. The org. layer was washed with water (3×200 mL) and brine and dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified by CC (Hept/EA 4:1), affording a pale yellow solid (9.34 g; 91% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618092B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-1c7efb19713843d59c9645b5606825f4 |
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| Source note | uspto-grants-2013_12 |
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