HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(4-Bromo-2-fluorophenyl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 4-Bromo-1-(chloromethyl)-2-fluorobenzene | HCID 2773361 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-Bromo-2-fluorophenyl)acetonitrile | HCID 7172308 | 93.8% |
Reaction Steps
2-Fluoro-4-bromo-chloromethylbenzene (25.0 g, 112 mmol) and NaCN (6.32 g, 129 mmol) were dissolved in DMF (70 mL) and the solution was stirred under a N2 atmosphere for 18 hrs at ambient temperature. The solution was poured into water (300 mL), and was extracted with EtOAc (1×1 L, 4×300 mL). The combined organic layers were dried (Na2SO4), filtered and concentrated under reduced pressure, yielding the title compound (22.5 g, 105 mmol, 93%) as a yellow oil that contained some traces of DMF. 1H-NMR (CDCl3, 300 MHz): 3.75 (s, 2H); 7.20-7.4 (m, 3H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853258B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-0e2b3aa2aee34c4fba274abf193b1913 |
| Source note | uspto-grants-2014_10 |