Bromine → 2-bromo-1-(3-nitrophenyl)propan-1-one

HRID 1942990

Reaktionsgleichung

Reaktionsgleichung von HRID 1942990
[N+:1]([C:4]1[CH:5]=[C:6]([C:10](=[O:13])[CH2:11][CH3:12])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[Br:14]Br>C(O)(=O)C>[Br:14][CH:11]([CH3:12])[C:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:13]

Komponenten

4

Edukt 2

HCID 24408BromineHCID 870963'-Nitropropiophenone

Produkt 1

HCID 102644672-bromo-1-(3-nitrophenyl)propan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a stirred solution of 1-(3-nitrophenyl)propan-1-one (1.41 g, 7.90 mmol) in acetic acid (20 mL) was added bromine dropwise (1.27 g, 7.93 mmol) and the mixture was stirred at room temperature for 24 h. The mixture was poured into ice-cold water and the organic layer was extracted with DCM. The organic extract was washed with sat. aq. NaHCO3 and brine, dried over anhydrous MgSO4, and filtered. Evaporation of the solvent under reduced pressure afforded 11z as a white solid which was used in the next step without further purification (1.78 g, 87%). 1H NMR matches literature data.

Aufarbeitung

  1. additionThe mixture was poured into ice-cold water
  2. extractionthe organic layer was extracted with DCM
  3. extractionThe organic extract
  4. washwas washed with sat. aq. NaHCO3 and brine
  5. dry with materialdried over anhydrous MgSO4
  6. filtrationfiltered
  7. customEvaporation of the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-244e704eab064c4daa8d3aa73bb770ea
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08389736B2

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