Water → Methyl [o-(5-fluoro-2-nitrophenoxy)phenoxy]acetate

HRID 21521

Reaktionsgleichung

Reaktionsgleichung von HRID 21521
Br[CH2:2][C:3]([O:5][CH3:6])=[O:4].[F:7][C:8]1[CH:9]=[CH:10][C:11]([N+:22]([O-:24])=[O:23])=[C:12]([CH:21]=1)[O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[OH:20].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[F:7][C:8]1[CH:9]=[CH:10][C:11]([N+:22]([O-:24])=[O:23])=[C:12]([CH:21]=1)[O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[O:20][CH2:2][C:3]([O:5][CH3:6])=[O:4]

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 19932387o-(5-Fluoro-2-nitrophenoxy)phenol

Produkt 1

HCID 54233795Methyl [o-(5-fluoro-2-nitrophenoxy)phenoxy]acetateAusbeute 81,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Methyl bromoacetate (36.33 g, 0.24 mol) is added to a mixture of o-(5-fluoro-2-nitrophenoxy)phenol (39.45 g, 0.16 mol) and potassium carbonate (32.75 g, 0.24 mol) in N,N-dimethylformamide. The reaction mixture is stirred at room temperature for 18 hours, poured into water and extracted with ether. The organic extract is washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to obtain the title product as a yellow solid (42 g) which is identified by 1HNMR spectral analysis.

Aufarbeitung

  1. extractionextracted with ether
  2. extractionThe organic extract
  3. washis washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d2eaa8cd6bf449bc8dcd66174c984ef3
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05424280

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