4,5-Dichloro-2-nitrophenol → 2-Amino-4,5-dichlorophenol

HRID 588767

Reaktionsgleichung

Reaktionsgleichung von HRID 588767
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([OH:9])=[C:4]([N+:10]([O-])=O)[CH:3]=1>C(O)(=O)C.O.[Fe]>[NH2:10][C:4]1[CH:3]=[C:2]([Cl:1])[C:7]([Cl:8])=[CH:6][C:5]=1[OH:9]

Komponenten

5

Edukt 1

HCID 382484,5-Dichloro-2-nitrophenol

Produkt 1

HCID 30154152-Amino-4,5-dichlorophenolAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a stirred solution of 4,5-dichloro-2-nitrophenol (15 g, 72 mmol) in acetic acid (150 mL) and water (450 mL), iron powder (16 g, 285 mmol) was added in portions. The resulting mixture was stirred at 50° C. for 2 h. The mixture was allowed to cool to room temperature, filtered, and the cake was rinsed with ethyl acetate. The filtrate was extracted with ethyl acetate. The organic layer was washed with water, NaHCO3 (aq.) and brine, dried over Na2SO4 and concentrated in vacuo to afford the desired product (10 g, 78%).

Aufarbeitung

  1. temperatureto cool to room temperature
  2. filtrationfiltered
  3. washthe cake was rinsed with ethyl acetate
  4. extractionThe filtrate was extracted with ethyl acetate
  5. washThe organic layer was washed with water, NaHCO3 (aq.) and brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-bff78745c1124b84b578a242800471d8
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09227978B2

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