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HCID 67207151, Verbindung → HCID 58288421, Verbindung

HRID 1476094
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1476094
[F:1][C:2]([F:21])([F:20])[C:3]([C:10]1[CH:15]=[CH:14][C:13]([F:16])=[C:12]([N+:17]([O-])=O)[CH:11]=1)=[CH:4][C:5]([O:7][CH2:8][CH3:9])=[O:6]>C(O)C.[Pd]>[NH2:17][C:12]1[CH:11]=[C:10]([CH:3]([C:2]([F:21])([F:1])[F:20])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:15]=[CH:14][C:13]=1[F:16]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 67207151HCID 67207151, Verbindung

Produkt 1

HCID 58288421HCID 58288421, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

5.0 g (16.3 mmol) of ethyl 4,4,4-trifluoro-3-(4-fluoro-3-nitrophenyl)but-2-enoate were dissolved in 133 ml of ethanol, and 866 mg of palladium on carbon (10%) were added under argon. At RT, the reaction mixture was stirred vigorously under an atmosphere of hydrogen (atmospheric pressure) overnight. The mixture was then filtered off through celite and the residue was washed with ethyl acetate. The filtrate was concentrated under reduced pressure and the residue obtained was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 50:1). This gave 3.91 g of the target product (85.9% of theory).

Aufarbeitung

  1. filtrationThe mixture was then filtered off through celite
  2. washthe residue was washed with ethyl acetate
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe residue obtained
  5. customwas purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 50:1)

Quellen und Nachweise

ORD-Eintrag
ord-49245502d661459bbc5a70822d3bdc9e
Quelldatensatz
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09018414B2

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