HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2,3,3-Tetrafluoro-1-propanol → HCID 58042517, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2,3,3-Tetrafluoro-1-propanol | HCID 6441 | — |
| Reactant | 2,3-Dichloropyridine | HCID 16988 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58042517 | HCID 58042517 | 97.2% |
Reaction Steps
2,2,3,3-Tetrafluoropropan-1-ol (60.0 g, 0.45 mol) was added to a slurry of NaH (60% dispersion in oil, 15.20 g, 0.63 mol) in anhydrous THF (450 mL) at 0° C. and the reaction mixture allowed to warm up to room temperature, then stirred for 1 hour. 2,3-dichloropyridine (45.0 g, 0.30 mol) was added and the reaction heated to a gentle reflux for 16 hours. The reaction mixture was cooled to room temperature and the solvent removed in vacuo. The residue was partitioned between EtOAc (300 mL) and brine (200 mL). The organic layer was dried over magnesium sulfate, filtered and evaporated to afford the title compound as a yellow oil (71 g, 96%):
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592629B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-33fdbd8774a24f75a84a191e50da58b1 |
| Source note | uspto-grants-2013_11 |