Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Furan | HCID 8029 | — |
| Edukt | Hexane | HCID 8058 | — |
| Edukt | 1-Bromo-4-chlorobutane | HCID 81364 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-(4-Chlorobutyl)furan | HCID 13296437 | 91% |
Reaktionsschritte
Furan (1.36 g) was dissolved in tetrahydrofuran (50 ml) and cooled to -25° C. Hexane solution (12.5 ml) of n-butyllithium of 1.68 mol/l was added to the reaction solution, which was stirred at -15° C. for 4 hours. Subsequently, 1-bromo-4-chlorobutane (3.43 g) was dissolved in tetrahydrofuran (2.5 ml) and added to the reaction solution. This solution was further stirred at -15° C. for 1 hour and stood overnight at room temperature. The reaction solution was poured into icy water and extracted with ether. The extracted solution was successively washed with water, a saturated ammonium chloride solution and a saturated sodium chloride solution. It was then dried over magnesium sulfate and filtered. The filtrate was concentrated and the resultant oil-like product was purified by distillation under reduced pressure (130° C./12 mmHg). The object compound (2.87 g) was obtained in the form of oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05422359 |
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| Quelldatensatz | uspto-grants-1995_06 |
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| ORD ID | ord-c79690b4fafb4e81ad7c25f47c3730a1 |
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| Quellennotiz | uspto-grants-1995_06 |
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