Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 3-Chloro-1-propyne | HCID 12221 | — |
| Edukt | Potassium Hydroxide | HCID 14797 | — |
| Edukt | 2-Chloro-3-pyridinol | HCID 81136 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-Chloro-3-(prop-2-yn-1-yloxy)pyridine | HCID 23343488 | 52,2% |
Reaktionsschritte
To a solution of 15.6 g (0.12 mole) 2-chloro-3-pyridinol in 200 ml DMF were added 6.7 g (0.12 mole) powdered potassium hydroxide. After cooling to 15° C., 9.0 g (0.12 mole) propargyl chloride was added dropwise. This mixture was stirred at room temperature for 2 hrs., then 200 ml water and 400 ml ether were added. After agitating, the organic layer was separated, dried over anhydrous magnesium sulfate, filtered and concentrated to leave 16.0 g crude product. Recrystallization from hexane gave 10.5 g pure 2-chloro-3-(2-propynyloxy)pyridine, mp 78°-79°.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04220577 |
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| Quelldatensatz | uspto-grants-1980_09 |
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| ORD ID | ord-1266bcf6f3ac417eb2ed36367379b475 |
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| Quellennotiz | uspto-grants-1980_09 |
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