Reaktion #431772

ord-97341458490142598bf2df507ff4f64f

Reaktionsgleichung

O=[N+]([O-])c1ccc(Cl)c(O)c1
2-chloro-5-nitrophenol
C=CCBr
allyl bromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CN(C)C=O
N,N-dimethylformamide
C=CCOc1cc([N+](=O)[O-])ccc1Cl
1-(allyloxy)-2-chloro-5-nitrobenzene

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionthe resulting mixture was extracted twice with ethyl acetate and twice with ether
  2. 2
    WaschenThe combined extracts were washed with water
  3. 3
    Trocknenwith brine, dried (Na2SO4)
  4. 4
    Filtrationfiltered
  5. 5
    SonstigeThe residue was recrystallized from hexane

Vorschrift

A mixture of 7.4 g of 2-chloro-5-nitrophenol, 5.4 g of allyl bromide, 5.9 g of anhydrous potassium carbonate and 50 mL of dry N,N-dimethylformamide (DMF) was stirred at room temperature over a weekend. Then the mixture was poured into water, and the resulting mixture was extracted twice with ethyl acetate and twice with ether. The combined extracts were washed with water, then with brine, dried (Na2SO4), filtered and stripped of the solvents. The residue was recrystallized from hexane to give 1-(allyloxy)-2-chloro-5-nitrobenzene (3A), as orange needles, m.p.: 58°-59.5° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05053071uspto-grants-1991_10