Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chlorophenol | HCID 4684 | — |
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 2(3H)-Furanone, 3-bromodihydro- | HCID 95463 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19261280 | HCID 19261280 | 55% |
Reaction Steps
Cesium fluoride (7.6 g) was added to a solution of 4-chlorophenol (1.29 g) in dimethylformamide (35 mL) and the mixture was stirred at 100° C. for 5 min. 3-bromodihydrofuran-2(3H)-one (3.3 g) was added and the reaction mixture was heated to 120° C. for 1.5 h. The reaction mixture was poured into water and extracted with EtOAc. The aqueous layer was extracted with ethylacetate. The organic layers were washed with water, dried over sodium sulfate and filtered. The crude mixture was concentrated to dryness and purified by chromatography on silica gel to yield the title compound as a colorless oil (1.17 g; 55%). MS (ESI): m/z=212 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163793B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-c47b9862a2944effa27b5175729b2586 |
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| Source note | uspto-grants-2012_04 |
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