HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 58047200, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,6-Difluoropyridine | HCID 73934 | — |
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58047200 | HCID 58047200 | 78.4% |
Reaction Steps
To a solution of cyclopropylmethanol (3.87 g, 47.7 mmol) in THF (50 mL) was added sodium hydride (oil, 60%, 2.08 g, 52.1 mmol), and the mixture was stirred at room temperature for 20 min. To this solution was added 2,6-difluoropyridine (5.00 g, 43.4 mmol) and the mixture was stirred at room temperature for 30 min. The reaction was quenched with water, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=99:1 to 4:1) to give the title compound (5.69 g, yield 78%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501804B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-4bee40bcb58644c2a709c96064213272 |
| Source note | uspto-grants-2013_08 |