HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Fluoro-2-vinyl-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Bromo-2-ethenyl-4-fluorobenzene | HCID 11241089 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Fluoro-2-vinyl-benzonitrile | HCID 59556337 | 60.5% |
Reaction Conditions
| Temperature | 200 °C |
|---|
Reaction Steps
4.0 g 1-Bromo-4-fluoro-2-vinyl-benzene and 1.87 g copper (I) cyanide were dissolved in 16 ml dimethylformamide and heated under microwave irradiation at 200° C. for 25 minutes. The cooled reaction mixture was poured into 200 ml 1 M HCl and extracted five times with portions of 60 ml ethyl acetate. The combined organic layers were washed with 100 ml 1 N HCl, dried over MgSO4, then the solvent was removed in vacuo and the resulting residue purified on silica gel with the eluent heptane=>n-heptane:ethyl acetate=6:1 to obtain 1.77 g 4-Fluoro-2-vinyl-benzonitrile as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834030B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-648738f4cfc844d3bb6e1357344967f6 |
| Source note | uspto-grants-2010_11 |