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-2-fluorobenzyl bromide | HCID 2733660 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-(4-Bromo-2-fluorophenyl)acetonitrile | HCID 7172308 | 96.4% |
Reaction Steps
Sodium cyanide (1.37 g, 28.00 mmol) was added to a stirred solution of 2-fluoro-4-bromo benzyl bromide (5.0 g, 18.66 mmol) in dry DMSO (60 mL) at ambient temperature under nitrogen. The reaction was stirred for 4 h at ambient temperature then poured into H2O (150 mL) and extracted with EtOAc. The organic layer was washed with brine, dried (MgSO4), filtered, and concentrated in vacuo to give the intermediate title compound as a brown oil (3.85 g, 96%). Electrospray mass spectrum: M=213, M+2=215
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07034045B1 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-d3a9352cc77f49d292b5a598f113c945 |
| Source note | uspto-grants-2006_04 |