Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 3-(N,N-dimethylamino)acrylate | HCID 121015 | — |
| Reactant | 2,4,5-Trifluorobenzoyl chloride | HCID 145164 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 53640509 | HCID 53640509 | 84% |
Reaction Steps
To a solution of triethylamine (107 mL, 771 mmol) and ethyl 3-(dimethylamino)acrylate (55.2 mL, 386 mmol) in toluene (250 mL) was added dropwise a toluene solution of 2,4,5-trifluorobenzoyl chloride (50 g, 257 mmol). The mixture was stirred at 90° C. for 3 h. LCMS showed completion of reaction. After cooling down, the reaction mixture was washed with water and extracted with EA. The organic layer was dried over Na2SO4, filtered and concentrated to afford ethyl 3-(dimethylamino)-2-(2,4,5-trifluorobenzoyl)acrylate (65 g, 216 mmol, 84% yield) as a brown oil. LCMS: (M+H)+: 302.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09340556B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-277f1a04a18a47f4a738b7db5e372231 |
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| Source note | uspto-grants-2016_05 |
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