2-Acetonyloxy-4-chloro-3-fluoronitrobenzene → HCID 13188587, Verbindung

HRID 851084Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 851084
[CH2:1]([O:5][C:6]1[C:11]([F:12])=[C:10]([Cl:13])[CH:9]=[CH:8][C:7]=1[N+:14]([O-])=O)[C:2]([CH3:4])=O>C(O)C.[Ni]>[Cl:13][C:10]1[CH:9]=[CH:8][C:7]2[NH:14][CH:2]([CH3:4])[CH2:1][O:5][C:6]=2[C:11]=1[F:12]

Komponenten

4

Edukt 1

HCID 131885862-Acetonyloxy-4-chloro-3-fluoronitrobenzene

Produkt 1

HCID 13188587HCID 13188587, VerbindungAusbeute 75,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

2.3 g (7.9 mmols) of 2-acetonyloxy-4-chloro-3-fluoronitrobenzene was dissolved in 30 ml of ethanol and catalytically reduced in the presence of 2 g of Raney nickel. After completion of the reduction, the catalyst was removed by filtration, and the filtrate was concentrated. The resulting residue was purified by silica gel (20 g) column chromatography using chloroform as an eluant to provide 1.2 g (75.5% yield) of 7-chloro-8-fluoro-3-methyl-2,3-dihydro-4H-1,4-benzoxazine as an oil.

Aufarbeitung

  1. customAfter completion of the reduction, the catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customThe resulting residue was purified by silica gel (20 g) column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d37ce0e08bc44a22b7e9c6d5df77b00e
Quelldatensatz
uspto-grants-1983_05
Patentnummer
US04382892

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