Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 2-bromopropionate | HCID 79040 | — |
| Reactant | HCID 21901956 | HCID 21901956 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57719050 | HCID 57719050 | 89% |
Reaction Steps
A mixture of trifluromethyl-p-cresol (9.74 g, 60.1 mmol), ethyl 2-bromopropionate (10.9 g, 60.1 mmol) and Cs2CO3 (39.15 g, 120 mmol) in DMF (450 mL) was heated at 90° C. under N2 for 16 h. The reaction was cooled and filtered using Et2O to rinse the solids. The filtrate was washed with 1 N HCl (200 mL) and water. The organic layer was dried (Na2SO4) and the solvent removed in vacuo to afford 19.03 g of crude product that was purified by flash chromatography using 6:1 hexanes:acetone to afford 13.96 g (89%) 2-(4-trifluoromethyl-phenoxy)-propionic acid ethyl ester. Rf=0.63 (1:1 hexanes:acetone). 1NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07544812B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-93d9d2539f9843c88d0ca776c3027dd7 |
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| Source note | uspto-grants-2009_06 |
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