Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methyl 4-iodobenzoate | HCID 69273 | — |
| Reactant | 1,1,1-trifluorobut-2-ene | HCID 2778679 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57804097 | HCID 57804097 | — |
Reaction Steps
A mixture of methyl 4-iodobenzoate (2.62 g, 10 mmol), Et3N (5 ml), acetonitrile (6 ml), Pd(OAc)2 (100 mg, 0.4 mmol) added 1,1,1-trifluoro-2-butene (2.20 g, 20 mmol) was sealed and heated at 125° C. for 20 h. After cooling, the mixture was treated with sat. Aq. Na2CO3 solution and extracted with EtOAc. The combined organic phases were washed with brine, dried (MgSO4), and evaporated. The residue was purified by column chromatography on silica gel to give methyl (e)-methyl 4-(4,4,4-trifluorobut-2-en-2-yl)benzoate and methyl 4-(4,4,4-trifluorobut-1-en-2-yl)benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07576099B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-b015b98e0952495d9ae5d13c5a0e0ce3 |
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| Source note | uspto-grants-2009_08 |
|---|