Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 1-Ethenyl-3-methoxybenzene | HCID 584146 | — |
| Reactant | tert-Butyl 4-bromo-2-nitrobenzoate | HCID 26369829 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67342987 | HCID 67342987 | — |
Reaction Steps
To N,N-dimethylacetamide 5 mL solution of tert-butyl 4-bromo-2-nitrobenzoate 0.50 g were added 3-vinylanisole 0.37 mL, triethylamine 0.47 mL and palladium acetate 0.11 g at room temperature, and it was stirred under nitrogen atmosphere at 110° C. for 4 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and water were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after sequential washing with 10% citric acid aqueous solution and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Fuji SILYSIA Chemical Ltd., PSQ100B(spherical type), eluent; hexane:ethyl acetate=10:1] to give tert-butyl 4-((E)-2-(3-methoxyphenyl)vinyl)-2-nitrobenzoate 0.20 g of pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08327467B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-ef1d216e46a946079d56f3718c0b952a |
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| Source note | uspto-grants-2012_12 |
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