Water → 2-Ethoxy-4-fluoronitrobenzene

HRID 419437

Reaktionsgleichung

Reaktionsgleichung von HRID 419437
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([OH:8])[CH:7]=1.C([O-])([O-])=O.[K+].[K+].[CH2:18](I)[CH3:19].O>CN(C=O)C>[CH2:18]([O:8][C:6]1[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=1[N+:9]([O-:11])=[O:10])[CH3:19]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6340IodoethaneHCID 99375-Fluoro-2-nitrophenolHCID 11430Potassium Carbonate

Produkt 1

HCID 129181532-Ethoxy-4-fluoronitrobenzeneAusbeute 99,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To 5-fluoro-2-nitrophenol (8.3 g, 52.83 mmol) in 50 mL of DMF was added K2CO3 (14.6 g, 105.7 mmol), and ethyl iodide (8.53 mL, 105.7 mmol). The mixture was stirred at 60° C. for 24 h in a sealed tube. The mixture was poured into 500 mL of H2O and extracted with diethyl ether, dried (Na2SO4), filtered, and rotovaped down to give the title compound of step A (9.69 g, 52.33 mmol, 99%). 1H NMR (400 MHz, CDCl3) δ ppm 7.88-7.94 (m, 1H), 6.71-6.77 (m, 1H), 6.66-6.71 (m, 1H), 4.11-4.19 (m, 2H), 1.45-1.51 (m, 3H).

Aufarbeitung

  1. extractionextracted with diethyl ether
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-47097988c57843c7be2f334c5da30d7c
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093239B2

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