Potassium Carbonate → 1-(2',4',5-Trifluoro-1,1'-biphenyl-2-yl)ethanone

HRID 2181907Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2181907
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1B(O)O.C(=O)([O-])[O-].[K+].[K+].Br[C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1[C:26](=[O:28])[CH3:27]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1[C:26](=[O:28])[CH3:27]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 27343342,4-Difluorophenylboronic acidHCID 27363041-(2-Bromo-4-fluorophenyl)ethan-1-one

Produkt 1

HCID 224823721-(2',4',5-Trifluoro-1,1'-biphenyl-2-yl)ethanoneAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 74236Tetrabutylammonium BromideKatalysatorHCID 167845palladium(II) acetateKatalysator

Versuchsvorschrift

The title compound was prepared from 2,4-difluorophenylboronic acid (2.0 g, 12.7 mmol), tetrabutylammonium bromide (3.71 g, 11.5 mmol), potassium carbonate (4.78 g, 34.6 mmol), 2′-bromo-4′-fluoroacetophenone (2.5 g, 11.5 mmol), and palladium acetate (259 mg, 1.15 mmol) according to the procedure and in the same manner as described in Example 105, step a. The product was purified by preparative liquid chromatography on a Biotage® 40 Mi column of prepacked silica gel (90 g), eluting with a gradient of 10%-30% methyl tert-butyl ether in hexane, to afford the desired compound (850 mg, 30%) as a clear yellow oil;

Aufarbeitung

  1. customThe product was purified by preparative liquid chromatography on a Biotage® 40 Mi column of prepacked silica gel (90 g)
  2. washeluting with a gradient of 10%-30% methyl tert-butyl ether in hexane

Quellen und Nachweise

ORD-Eintrag
ord-0f5cd9dd84aa4fc392a41c83df35c217
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06894061B2

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