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Ethyl Acetate → HCID 18476298, Verbindung

HRID 2187658
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2187658
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1.[CH3:13][C:14]1[CH:23]=[CH:22][C:17]([C:18](=O)[CH2:19]Br)=[CH:16][CH:15]=1.C(OCC)(=O)C>C(N(CC)C1C=CC=CC=1)C.C1(C)C(C)=CC=CC=1>[CH3:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]2[NH:8][C:7]3[C:9]([CH:19]=2)=[CH:10][C:4]([O:3][C:2]([F:11])([F:12])[F:1])=[CH:5][CH:6]=3)=[CH:16][CH:15]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 8857Ethyl AcetateHCID 692722-Bromo-4'-methylacetophenoneHCID 6008484-(Trifluoromethoxy)aniline

Produkt 1

HCID 18476298HCID 18476298, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 7061N,N-DiethylanilineLösungsmittelHCID 7237
O-Xylene
Lösungsmittel

Reaktionsbedingungen

Temperatur
165 °C

Versuchsvorschrift

To a stirred solution of 5.3 g (30 mmol) of 4-trifluoromethoxyaniline in 8 ml of N,N-diethylaniline was added dropwise at 165° C. a solution of 4.3 g of 4-methylphenacyl bromide in 7.5 ml of xylene. It was heated at 165° C. for 3 h. The mixture was cooled followed by addition of 50 ml of ethyl acetate. It was washed with 2N hydrochloric acid, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified via repeated column chromatography on silica gel using a hexane dichloromethane gradient (100:0 to 50:50). The title compound thus obtained was recrystallized from hexane.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. washIt was washed with 2N hydrochloric acid
  3. extractionthe aqueous layer was extracted with ethyl acetate
  4. dry with materialThe combined organic layers were dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-eede3d8a353b4546b4af70361fda20d9
Quelldatensatz
uspto-grants-2002_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06410562B1

Notizen zur Reaktion

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