HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichloropyridine → HCID 58042360, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichloropyridine | HCID 16988 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Tetrahydro-4H-pyran-4-ol | HCID 74956 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58042360 | HCID 58042360 | — |
Reaction Steps
Tetrahydro-2H-pyran-4-ol (1.03 g, 10.1 mmol) was added slowly over 1 min to a suspension of NaH (60% in mineral oil) (0.41 g, 10.16 mmol) in anhydrous THF (20 mL) at 5° C. (ice bath). The suspension was then warmed to room temperature. After 30 mins, 2,3-dichloropyridine (1.00 g, 6.76 mmol) was added, and the reaction heated at 70° C. for 18 hours. The reaction was cooled to room temperature and quenched with water (50 mL). The mixture was extracted with EtOAc (3×50 mL). The combined organics were then dried over magnesium sulfate, filtered, and concentrated in vacuo to afford the title compound as a yellow oil, which was taken onto the next step without further purification (1.40 g, 98%):
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592629B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-80733d90967a4debabea3532fcd03898 |
| Source note | uspto-grants-2013_11 |