HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206236Generated: November 1, 2026
N,N'-Dimethylethylenediamine → 4-(4-Bromophenyl)morpholin-3-one
https://huagongshe.com/reaction/2206236
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Bromo-4-iodobenzene | HCID 11522 | — |
| Reactant | 3-Morpholinone | HCID 66953 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(4-Bromophenyl)morpholin-3-one | HCID 17982707 | 82.9% |
Reaction Steps
To a mixture of morpholin-3-one (100 mg), 1-bromo-4-iodobenzene (282 mg), cesium carbonate (326 mg) and N1,N2-dimethylethane-1,2-diamine (9 mg) in DMF (2 mL) was added copper(I) iodide (10 mg) at room temperature under nitrogen atmosphere. The reaction mixture was stirred under microwave irradiation at 100° C. for 30 min. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (210 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09371320B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-288a746c692345e08e7deb0de5d70455 |
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| Source note | uspto-grants-2016_06 |
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