Acetic Anhydride → n-(2-Fluoro-4-hydroxyphenyl)acetamide

HRID 466796

Reaktionsgleichung

Reaktionsgleichung von HRID 466796
[F:1][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-])=O.[C:12](OC(=O)C)(=[O:14])[CH3:13].[H][H]>[Pt](=O)=O.C(OCC)(=O)C>[C:12]([NH:8][C:7]1[CH:6]=[CH:5][C:4]([OH:11])=[CH:3][C:2]=1[F:1])(=[O:14])[CH3:13]

Komponenten

6

Edukt 3

HCID 7918Acetic AnhydrideHCID 5209483-Fluoro-4-nitrophenolHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 190616n-(2-Fluoro-4-hydroxyphenyl)acetamideAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

5.0 Grams of 3-fluoro-4-nitrophenol, 3.57 g of acetic anhydride, 0.72 g of platinum dioxide and 50 ml of ethyl acetate were added to a reactor, and the atmosphere in the reactor was replaced by a hydrogen stream with stirring. Stirring was then continued at room temperature for 6 hours while introducing a hydrogen gas. Thereafter, the reaction solution was filtered off, and the filtrate was washed with two 50-ml portions of a 5% aqueous sodium hydrogencarbonate solution, dried and concentrated. The residue was subjected to chromatography on silica gel to obtain 4.47 g of 4-acetylamino-3-fluorophenol.

Aufarbeitung

  1. stirringStirring
  2. filtrationThereafter, the reaction solution was filtered off
  3. washthe filtrate was washed with two 50-ml portions of a 5% aqueous sodium hydrogencarbonate solution
  4. customdried
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-94187410a2764c378ec828dbbbffecea
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05157155

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