HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1635093Generated: November 3, 2026
Diethyl Ether → 2-Propyl-4-chloro-3-methyl-pyridine
https://huagongshe.com/reaction/1635093
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 1-Iodopropane | HCID 33643 | — |
| Reactant | 4-Chloro-3-methylpyridine | HCID 2757709 | — |
| Reactant | Lithium | HCID 3028194 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 2-Propyl-4-chloro-3-methyl-pyridine | HCID 18675864 | — |
Reaction Steps
To a solution of propyl iodide (12.7 g) in THF (10 ml) is added lithium (0.45 g) and the reaction is allowed to stir at room temperature until complete dissolution of the lithium. 4-Chloro-3-methyl-pyridine (9.5 g) is then added and the mixture allowed to stir at 40° C. for 4 hours. After cooling at room temperature, ether is added and the organic phase washed with water. After removal of the solvent the desired product is obtained by chromatography using hexane/ether 9/1 as solvent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06509349B1 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-9b2234da1006484a9b09cfdc7d89fb83 |
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| Source note | uspto-grants-2003_01 |
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