m-Nitroacetophenone → 2-Chloro-1-(3-nitrophenyl)ethanone

HRID 2122056

Reaktionsgleichung

Reaktionsgleichung von HRID 2122056
[N+:1]([C:4]1[CH:5]=[C:6]([C:10](=[O:12])[CH3:11])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].S(Cl)([Cl:16])(=O)=O>C(OC(C)C)(C)C>[Cl:16][CH2:11][C:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:12]

Komponenten

4

Edukt 2

HCID 8494m-NitroacetophenoneHCID 24648Sulfuryl chloride

Produkt 1

HCID 74372-Chloro-1-(3-nitrophenyl)ethanoneAusbeute 83,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7914Diisopropyl EtherLösungsmittel

Versuchsvorschrift

3′-Nitroacetophenone (2.00 g) was dissolved in diisopropyl ether (12.1 ml) and sulfuryl chloride (6.70 g) was added all at once thereto at 22° C. and refluxed for 6.5 hours. The reaction mixture was allowed to cool to room temperature while stirring, and the precipitated solids were filtered and washed with diisopropyl ether. Drying under reduced pressure yielded the desired 2-chloro-3′-nitroacetophenone (2.01 g; 83.1%).

Aufarbeitung

  1. temperaturerefluxed for 6.5 hours
  2. filtrationthe precipitated solids were filtered
  3. washwashed with diisopropyl ether
  4. customDrying under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-51086aa603e145a4ab2999cf686bed9a
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06696573B1

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