Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4'-Hydroxyacetophenone | HCID 7469 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromo-5-chloronitrobenzene | HCID 2794904 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9212449 | HCID 9212449 | 78% |
Reaction Steps
1-Bromo-4-chloro-2-nitrobenzene (5 g, 21.2 mmol) was added to a solution of 4-hydroxyacetophenone (2.87 g, 21.1 mmol), and K2CO3 (7.28 g, 0.052 mol) in DMF (50 mL). The mixture was heated at 80° C. for 15 h. The reaction was poured into water. The aqueous phase was extracted with ethyl acetate (2×) and the combined phases were washed with water, brine, and dried over sodium sulfate, filtered and concentrated under vacuum giving the crude title compound. The crude product was purified by flash chromatography eluting with (hexanes/ethyl acetate 70:30) to give the title compound (4.8 g, 77.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07763731B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-a1bbe6eba0ed4ae2925adbca5610ec13 |
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| Source note | uspto-grants-2010_07 |
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