4-Fluorobenzyl chloride → 1-[5-[(4-Fluorophenyl)methyl]-2-furanyl]ethanone
Reaktionsgleichung
[C:1]([C:4]1[O:5][CH:6]=[CH:7][CH:8]=1)(=[O:3])[CH3:2].[F:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14]Cl)=[CH:12][CH:11]=1>O.[Cl-].[Zn+2].[Cl-]>[C:1]([C:4]1[O:5][C:6]([CH2:14][C:13]2[CH:16]=[CH:17][C:10]([F:9])=[CH:11][CH:12]=2)=[CH:7][CH:8]=1)(=[O:3])[CH3:2]Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 25 °C
Versuchsvorschrift
A mixture of 9.2 g (83.4 mmol) of 2-acetylfuran, 20 ml (2.0 eq) of 4-fluorobenzylchloride and 22.8 g (2.0 eq) of zinc chloride were stirred at 25° C. for 20 hours. The stirring gradually became difficult due to the precipitate. The mixture was dissolved in water and extracted with ethylacetate. The organic layer was washed with water and a diluted sodium hydrogencarbonate aqueous solution and dried over sodium sulfate. The solvent was removed under deduced pressure. A fractional distillation under reduced pressure of the residue gave 9.6 g of 2-acetyl-5-(4-fluorobenzyl)furan. Yield: 53%. 2 mmHg/120-125° C.
Aufarbeitung
- extractionextracted with ethylacetate
- washThe organic layer was washed with water
- dry with materiala diluted sodium hydrogencarbonate aqueous solution and dried over sodium sulfate
- customThe solvent was removed under deduced pressure
- distillationA fractional distillation under reduced pressure of the residue
Quellen und Nachweise
- ORD-Eintrag
- ord-95f0b693b67b4064abdaabc60772ae83
- Quelldatensatz
- uspto-grants-2004_12
- Patentnummer
- US06831177B1
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