4'-Fluoroacetophenone → 1-[4-(4-Chloro-3-trifluoromethylphenoxy)-phenyl]-ethanone

HRID 474613

Reaktionsgleichung

Reaktionsgleichung von HRID 474613
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].F[C:14]1[CH:19]=[CH:18][C:17]([C:20](=[O:22])[CH3:21])=[CH:16][CH:15]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CC(=O)OCC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:14]2[CH:19]=[CH:18][C:17]([C:20](=[O:22])[CH3:21])=[CH:16][CH:15]=2)=[CH:4][C:3]=1[C:9]([F:10])([F:11])[F:12]

Komponenten

6

Edukt 3

HCID 98284'-FluoroacetophenoneHCID 11430Potassium CarbonateHCID 805204-Chloro-3-(trifluoromethyl)phenol

Produkt 1

HCID 677750201-[4-(4-Chloro-3-trifluoromethylphenoxy)-phenyl]-ethanoneAusbeute 97,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
145 °C

Versuchsvorschrift

A mixture of 4-chloro-3-(trifluoromethyl)phenol (2 g, 10.18 mmol), 1-(4-fluorophenyl) ethanone (1.406 g) and K2CO3 (2.3 g, 16.64 mmol) in DMF (18 mL) was heated with a microwave condition at 145° C. for 4 h. The solution was diluted with EA and washed with water twice, dried over Na2SO4 and concentrated in vacuo to afford the title compound (3.12 g, 97% yield) as a brown oil. LCMS: rt=3.83 min, [M+H+]=315

Aufarbeitung

  1. washwashed with water twice
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d136af2ecdab44e1b33ffca4552371bf
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08637536B2

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