HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Alcohol → 4-Benzyloxy-3,5-difluorobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3,4,5-Trifluorobenzonitrile | HCID 593814 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Benzyloxy-3,5-difluorobenzonitrile | HCID 57445722 | 89.7% |
Reaction Steps
To a mixture obtained by adding 5.0 g of 3,4,5-trifluorobenzonitrile and 4.5 g of benzyl alcohol to 25 ml of DMF was added 1.5 g of 60% sodium hydride (oily) at 0° C. The mixture was stirred at room temperature for 4 hours. Thereafter, dilute hydrochloric acid was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and 7.0 g of 4-benzyloxy-3,5-difluorobenzonitrile was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003699B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-722b879621eb4125bd6fe375fe577779 |
| Source note | uspto-grants-2011_08 |