Pyridine → N-(2-hydroxy-5-nitrophenyl)butanamide

HRID 1886954

Reaktionsgleichung

Reaktionsgleichung von HRID 1886954
[NH2:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].N1C=CC=CC=1.[C:18](Cl)(=[O:22])[CH2:19][CH2:20][CH3:21]>ClCCl>[OH:11][C:3]1[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=1[NH:1][C:18](=[O:22])[CH2:19][CH2:20][CH3:21]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 8855Butyryl chlorideHCID 36133892-Amino-4-Nitrophenol

Produkt 1

HCID 3599768N-(2-hydroxy-5-nitrophenyl)butanamideAusbeute 34 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-amino-4-nitrophenol (10 g, 64.9 mmol) in dichloromethane (250 mL) under nitrogen at 0° C. was added pyridine (10.5 mL, 129.9 mmol) followed by butyryl chloride (7.05 mL, 68.2 mmol) over a period of 5 min. After 30 min at 0° C., the solution was left warming up to room temperature for 2 days. The organic layer was washed with aqueous copper sulfate solution and brine. Insoluble material from the aqueous layer was filtered off and washed with water to afford 4.95 g (34%) of the title compound.

Aufarbeitung

  1. waitthe solution was left
  2. washThe organic layer was washed with aqueous copper sulfate solution and brine
  3. filtrationInsoluble material from the aqueous layer was filtered off
  4. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-ec65866deaea4f778d6801b4cbdddc5a
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08501713B2

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