Phenol → 4-Acetylamino-3-fluoro-1-(1,1,2,2-tetrafluoroethoxy)benzene

HRID 466797

Reaktionsgleichung

Reaktionsgleichung von HRID 466797
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:6]=1[F:12])(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[F:19][C:20]([F:24])=[C:21]([F:23])[F:22].C1(O)C=CC=CC=1>O.CN(C)C=O>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][C:21]([F:23])([F:22])[CH:20]([F:24])[F:19])=[CH:7][C:6]=1[F:12])(=[O:3])[CH3:2]

Komponenten

7

Edukt 4

HCID 996PhenolHCID 8301TetrafluoroethyleneHCID 11430Potassium CarbonateHCID 190616n-(2-Fluoro-4-hydroxyphenyl)acetamide

Produkt 1

HCID 147216944-Acetylamino-3-fluoro-1-(1,1,2,2-tetrafluoroethoxy)benzeneAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

0.93 Gram of 4-acetylamino-3-fluorophenol, 0.15 g of potassium carbonate and 15 ml of dimethylformamide were added to a reactor and stirred for 20 minutes at an oil bath temperature of from 60° to 70° C. Thereafter, this solution was violently stirred at the same temperature for 1 hour under the stream of a tetrafluoroethylene gas in excess of said phenol. The reaction solution was cooled and after adding water, extracted with two 100-ml portions of diethyl ether. The ether layers were combined, washed with water, dried and concentrated to obtain a crude product. This crude product was subjected to chromatography on silica gel to obtain 1.46 g of 4-acetylamino-3-fluoro-1-(1,1,2,2-tetrafluoroethoxy)benzene.

Aufarbeitung

  1. temperatureThe reaction solution was cooled
  2. extractionextracted with two 100-ml portions of diethyl ether
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated
  6. customto obtain a crude product

Quellen und Nachweise

ORD-Eintrag
ord-32806785d1f64d35ab0ab7201a7c9bdd
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05157155

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