Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Fluoroiodobenzene | HCID 9605 | — |
| Reactant | Ethyl bromodifluoroacetate | HCID 69585 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11020343 | HCID 11020343 | 90% |
Reaction Steps
1-Fluoro-4-iodobenzene (30 g, 135 mmol) and 2-bromo2,2-difluoroacetic acid ethyl ester (29 g, 142.9 mmol) were dissolved in DMF (100 ml) and Cu (21.5 g, 71.2 mmol) was added. The reaction mixture was heated at 90° C. for 18 h. Ethyl acetate (100 ml) was added and the reaction mixture was quenched with a solution of potassium dihydrogen phosphate (20 g) in water (200 ml). The resultant solution was stirred for 30 min, filtered and was washed with ethyl acetate. The organic layer was separated, washed with water and brine. The organic layer was dried over MgSO4, filtered, and concentrated to give 2,2-difluoro-2-(4-fluorophenyl)acetic acid ethyl ester (26.5 g) as a yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08013186B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-c52f25377984433a8144ca56a9cb0e6c |
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| Source note | uspto-grants-2011_09 |
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