HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 54970807, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromobenzyl alcohol | HCID 72850 | — |
| Reactant | 2,6-Difluorobenzonitrile | HCID 74695 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54970807 | HCID 54970807 | 83% |
Reaction Steps
To a cold (ice water) suspension of sodium hydride (222 mg; 5.0 mmol) in anhydrous DMF (4 mL) is added a solution of 2-bromobenzyl alcohol (941 mg; 5.0 mmol) in anhydrous DMF (5 mL) over 10 minutes. After allowing to room temperature over 45 minutes, this solution is added to a cold (ice water) stirred solution of 2,6-difluorobenzonitrile (703 mg; 5.0 mmol) in anhydrous DMF (3 mL), and allowed to room temperature over 4 hours. The reaction mixture is poured into ice water with vigorous stirring and the resulting solid is filtered, washed with water, and dried under vacuum at 40° C. for 3 hours to give 1.27 grams of 2-fluoro-6-(2-bromobenzyloxy)-benzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067897B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-e50930a13097493ba78e54d92a16e878 |
| Source note | uspto-grants-2015_06 |