HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-Ethoxy-1-fluoro-2-nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Fluoro-3-nitrophenol | HCID 16751861 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-Ethoxy-1-fluoro-2-nitrobenzene | HCID 56777244 | 93% |
Reaction Steps
To a DMF (10 mL) solution of 4-fluoro-3-nitro-phenol (628 mg), sodium hydride (purity: 55% or higher, 209 mg) was added in small portions at room temperature. After 30 minutes, ethyl iodide (0.38 mL) was added thereto at room temperature. After 2 hours, the reaction mixture was diluted with ethyl acetate, washed with saturated sodium bicarbonate and saturated brine, then dried over sodium sulfate, and then concentrated. The residue was purified by column chromatography (hexane/ethyl acetate) to obtain the title compound (685 mg, 93%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735425B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-b9e548aa4e894a189a0d38bdd6c2b12a |
| Source note | uspto-grants-2014_05 |