HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → 2,3-Dichloro-5-{[(oxan-2-yl)oxy]methyl}pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | (5,6-Dichloropyridin-3-yl)methanol | HCID 21882961 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2,3-Dichloro-5-{[(oxan-2-yl)oxy]methyl}pyridine | HCID 20483544 | — |
Reaction Steps
3,4-Dihydro-2H-pyran (1.1 mL) and tin (II) chloride dihydrate (0.38 g) were added to a chloroform solution of 2,3-dichloro-5-hydroxymethylpyridine (1.5 g), and the reaction mixture was stirred at room temperature for 63 hours. The reaction mixture was filtered, and the solvent was then distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluate; n-hexane:ethyl acetate=100:0 to 90:10). The title compound (1.7 g) was obtained as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910751B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-4f8e123e22d1463d8951fd04b028cd7e |
| Source note | uspto-grants-2011_03 |