Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | Benzonitrile, 4-bromo- | HCID 12162 | — |
| Catalyst | Tri-o-tolylphosphine | HCID 80271 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 4-Cyanocinnamate | HCID 5373497 | 94% |
Reaction Steps
To the mixture of 4-bromobenzonitrile (2.6 g, 14.28 mmol), Pd(OAc)2 (0.064 g, 0.286 mmol) and tri-o-tolylphosphine (0.261 g, 0.857 mmol) in dry DMF (20 mL) was added ethyl 2-propenoate (2.282 mL, 21.43 mmol) and TEA (3.98 mL, 28.6 mmol). It was heated at 110° C. for 1 h. Purification via a flash column chromatography then provided the title compound as a white solid (2.7 g, 92% yield). LCMS: rt=3.03 Min, [M+H+]=202.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08637536B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-0f495ec27245446ea276ec303b185207 |
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| Source note | uspto-grants-2014_01 |
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