Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-3-fluorophenol | HCID 2779153 | — |
| Reactant | HCID 13355362 | HCID 13355362 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 89650216 | HCID 89650216 | 85% |
Reaction Steps
A mixture of 4-bromo-5-fluoro-phenol (4.0 g, 20.7 mmol), 2-bromo-2,2-difluoro-N,N-dimethyl-acetamide (4.4 g, 21.6 mmol) and K2CO3 (3.2 g, 23.2 mmol) in 20 mL of DMAC was heated to 100° C. for 120 min. The mixture was then poured on 50 mL of H2O and extracted with TBME (2×50 mL). The combined organic layers were washed with 10% NaOH (50 mL), water and brine and dried over MgSO4. The product (5.7 g, >96% purity by NMR, 17.6 mmol, 85% yield) was obtained as a yellow oil that solidified upon standing.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365495B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-58ec4d83a4bb461385560e87518e9338 |
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| Source note | uspto-grants-2016_06 |
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