2-Fluoroaniline → HCID 18183268, Verbindung

HRID 1018899Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1018899
[Br:1][CH:2]([CH3:6])[C:3](O)=[O:4].[F:7][C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[NH2:10].[CH:15]1(N=C=NC2CCCCC2)CCCCC1>C(Cl)(Cl)Cl>[F:7][C:8]1[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=1[N:10]([CH3:15])[C:3](=[O:4])[CH:2]([Br:1])[CH3:6]

Komponenten

5

Edukt 3

HCID 95842-FluoroanilineHCID 10868DicyclohexylcarbodiimideHCID 117292-Bromopropionic acid

Produkt 1

HCID 18183268HCID 18183268, VerbindungAusbeute 87,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2-Bromopropionic acid(3.4 g, 0.022 mol) and 2-fluoroaniline(3 g, 0.024 mol) were dissolved in 50 ml of chloroform and cooled to 0° C. A solution of dicyclohexylcarbodiimide(5 g, 0.024 mol) in 10 ml of chloroform was slowly injected through a syringe. A temperature of the reaction mixture was raised to room temperature and it was stirred for 1 hour. Solid remained during the reaction was filtered out and washed twice with 20 ml of chloroform. The filtrate was concentrated under reduced pressure and the crude product was purified by column chromatography (eluent; ethyl acetate/n-hexane=1/3) to afford 5 g of the target product.

Aufarbeitung

  1. temperatureA temperature of the reaction mixture was raised to room temperature
  2. filtrationwas filtered out
  3. washwashed twice with 20 ml of chloroform
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe crude product was purified by column chromatography (eluent; ethyl acetate/n-hexane=1/3)

Quellen und Nachweise

ORD-Eintrag
ord-81ded47ad5b04d66ab9d4db4deeb5d12
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06486098B1

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