Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Styrene | HCID 7501 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | HCID 67344810 | HCID 67344810 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 57879353 | HCID 57879353 | — |
Reaction Steps
0.83 mL of triethylamine, 34 mg of palladium acetate and 0.69 mL of styrene were added to 10 mL of N,N-dimethylacetamide solution containing 1.0 g of methyl 2-(benzamido)-1-bromobenzoate and 91 mg of tri(o-tolyl)phosphine, and stirred under nitrogen atmosphere at 120° C. for 1 hour and 30 minutes. After the reaction mixture was cooled to room temperature, 0.35 mL of styrene and 5 mg of palladium acetate were added and stirred at 120° C. for 2 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and 1.0 mol/L hydrochloric acid were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium chloride aqueous solution, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [eluent; hexane:ethyl acetate=8:1] to obtain 0.18 g of methyl 2-(benzamido)-4-((E)-2-phenylvinyl)benzoate as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07999132B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-cd4aa6c44a9e49428d16b49b5142b651 |
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| Source note | uspto-grants-2011_08 |
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