Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 5-Fluoro-2-nitrophenol | HCID 9937 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 13355362 | HCID 13355362 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 89649323 | HCID 89649323 | 38% |
Reaction Steps
A mixture of 2-nitro-5-fluoro-phenol (3.0 g, 19.1 mmol), 2-bromo-2,2-difluoro-N,N-dimethyl-acetamide (3.9 g, 19.1 mmol) and Na2CO3 (2.1 g, 19.8 mmol) in 30 mL of DMAC was heated to 100° C. overnight. 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) and dried over Na2SO4. The crude product was obtained after evaporation of all volatiles. Purification by chromatography on silica gave the product (1.8 g, 6.4 mmol, 38% yield) as a yellow oil that solidified upon standing.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359312B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-dbd879550045464a82c64972bd81bb50 |
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| Source note | uspto-grants-2016_06 |
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