HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Fluoro-2-nitroanisole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 5-Fluoro-2-nitrophenol | HCID 9937 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Fluoro-2-nitroanisole | HCID 2779250 | 108.2% |
Reaction Steps
A solution of 4-fluoro-2-hydroxy-1-nitrobenzene (100 mg, 0.637 mmol) in N,N-dimethylformamide (3.2 mL) was added with potassium carbonate (132 mg, 0.955 mmol), then added with methyl iodide (48 μL, 0.764 mmol) under ice-cold conditions, and stirred at room temperature for 1 hour. The reaction solution was further added with potassium carbonate (132 mg, 0.955 mmol), then with methyl iodide (48 μL, 0.764 mmol) under ice-cold conditions, and stirred at 60° C. for 1 hour. The reaction solution was added with water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. 4-fluoro-2-methoxy-1-nitro-benzene (118 mg, yield >100%) was obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153634B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-0e47b64e745141468c8412b969e4461f |
| Source note | uspto-grants-2012_04 |