HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-Chloro-4-fluoro-3-methylbenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-Bromo-2-chloro-6-fluorotoluene | HCID 2736227 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 2-Chloro-4-fluoro-3-methylbenzonitrile | HCID 44550971 | 42% |
Reaction Steps
3-Bromo-2-chloro-6-fluorotoluene 165RL91 (173 mg, 0.78 mmol), zinc cyanide (91 mg, 0.78 mmol) and tetrakis(triphenylphosphine)palladium(0) (27 mg, 23 μmol) was charged in a vial, DMF (1 mL) added, and the mixture irradiated for 150 sec at 200° C. in a microwave oven. Diethyl ether (30 ml) was added and the reaction mixture washed with magnesium sulphate (4% solution, 3×20 mL) followed by brine (20 mL). The organic layer was dried and evaporated. The product was further purified by column chromatography on silica gel using n-heptane/ethyl acetate (9:1) giving a white solid (55 mg, 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585877B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-805edac049ee4db6b9d578a9e03cf646 |
| Source note | uspto-grants-2009_09 |