Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 5-bromovalerate | HCID 84580 | — |
| Reactant | HCID 135442650 | HCID 135442650 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68881567 | HCID 68881567 | 55% |
Reaction Steps
To a solution (2 ml) of 1-(2-chlorophenyl)ethyl 3-(4-hydroxyphenyl)-4-isoxazolylcarbamate (80 mg, 0.223 mmol) in N,N-dimethylformamide were added potassium carbonate (60 mg, 0.435 mmol) and ethyl 5-bromovalerate (60 mg, 0.287 mmol), and the mixture was stirred at 100° C. for 1 hour. Water was added, the mixture was extracted with ethyl acetate, and the extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to give the title compound (59 mg, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07517996B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-a84a5992f2d345af95278620a96c706d |
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| Source note | uspto-grants-2009_04 |
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