HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852771Generated: October 29, 2026
Sodium Iodide → 4-[2-(4-Methyl-3-nitrophenoxy)ethyl]morpholine
https://huagongshe.com/reaction/852771
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Nitro-p-cresol | HCID 16271 | — |
| Reactant | 4-(2-Chloroethyl)morpholine | HCID 76727 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[2-(4-Methyl-3-nitrophenoxy)ethyl]morpholine | HCID 58929867 | — |
Reaction Steps
A mixture of 4-methyl-3-nitrophenol (1.53 g, 10 mmol.), 4-(2-chloroethyl)morpholine (2.79 g, 15 mmol), Cs2CO3 (9.78 g, 30 mmol) and NaI (145 mg, 1 mmol) in DMF (15 mL) was stirred for 3 h at 80° C. The reaction mixture was then cooled to room temperature, diluted with water, and extracted with EtOAc. The organic layer was dried over MgSO4, filtered and concentrated in vacuo. The crude residue was purified by flash chromatography (4:1:0.05 CH2Cl2/EtOAc/MeOH) to give the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07253196B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-5f725191ad01409da7e488b81df0f6b2 |
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| Source note | uspto-grants-2007_08 |
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