HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-Fluoro-5-methoxy-4-nitrobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-Bromo-3-fluoro-2-nitroanisole | HCID 57955648 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Fluoro-5-methoxy-4-nitrobenzonitrile | HCID 57955540 | — |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
A mixture of 5-bromo-1-fluoro-3-methoxy-2-nitrobenzene (1.5 g, 6 mmol), and CuCN (698 mg, 7.8 mmol) in 10 mL of DMF was heated in a sealed tube at 160° C. overnight. It was then cooled down, diluted to ethyl acetate, washed by brine and water. The organic extract was dried and concentrated to a red solid (1 g, 85%) which was used for next step without further purification. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 4.01 (s, 3 H) 7.14 (s, 1 H) 7.17 (d, J=8 Hz, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318727B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-636a9c1d7e9346e5a7ce0efdee740d58 |
| Source note | uspto-grants-2012_11 |