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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 342414Erstellt: 26. Oktober 2026

pentan-3-one O-(2-nitrophenyl)oxime → 2-Ethyl-3-methyl-7-nitrobenzo[b]furan

https://huagongshe.com/reaction/342414

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktpentan-3-one O-(2-nitrophenyl)oximeHCID 53768417—
LösungsmittelHydrochloride methanolHCID 21893726—
Produkt2-Ethyl-3-methyl-7-nitrobenzo[b]furanHCID 7020123291,6%

Reaktionsschritte

A mixture of pentan-3-one O-(2-nitrophenyl)oxime (10.50 g) in 10% hydrogen chloride-methanol (105 ml) was refluxed for 4 hours. After concentration in vacuo, the residue was extracted with ethyl acetate and water. The obtained organic layer was washed with saturated aqueous sodium bicarbonate, brine and dried over, sodium sulfate. After evaporation in vacuo, the residue was purified by column chromatography on silica gel (eluate; ethyl acetate:n-hexane=1:6) to give a solid. The resulting solid was triturated with a mixture of ethanol and water (2:1) and the precipitate was collected to give 2-ethyl-3-methyl-7-nitrobenzo[b]furan (4.44 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05858995
Quelldatensatzuspto-grants-1999_01
ORD IDord-1ff8c5dfd43a4351aebaadb2017d4f8a
Quellennotizuspto-grants-1999_01