2-Ethylhexyl acrylate → Ethylhexyl 2,4,5-trifluorocinnamate

HRID 440158

Reaktionsgleichung

Reaktionsgleichung von HRID 440158
Br[C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[F:10].[C:11]([O:15][CH2:16][CH:17](CC)[CH2:18][CH2:19][CH2:20][CH3:21])(=[O:14])[CH:12]=[CH2:13].C(=O)([O-])[O-].[Na+].[Na+].[C:30](C1C(C(C)(C)C)=C(O)C=CC=1)(C)(C)[CH3:31]>[Pd].CC(N(C)C)=O>[F:10][C:3]1[CH:4]=[C:5]([F:9])[C:6]([F:8])=[CH:7][C:2]=1[CH:13]=[CH:12][C:11]([O:15][CH:16]([CH2:30][CH3:31])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:14]

Komponenten

7

Edukt 4

HCID 76362-Ethylhexyl acrylateHCID 10340Sodium CarbonateHCID 675971-Bromo-2,4,5-trifluorobenzeneHCID 1855942,3-Di-tert-butylphenol

Produkt 1

HCID 54005632Ethylhexyl 2,4,5-trifluorocinnamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

3.0 g (14.2 mmol) of 1-bromo-2,4,5-trifluorobenzene are refluxed under protecting gas with 30.0 mmol of 2-ethylhexyl acrylate, 140 mg of palladium on activated charcoal (5% strength), 0.82 g of sodium carbonate and 10 mg of di-tert-butylphenol in 10 ml of dimethylacetamide for 18 hours at 170° C. The catalyst is filtered off, the mixture is diluted with dichloromethane and extracted with water. The crude product is chromatographed.

Aufarbeitung

  1. customfor 18 hours
  2. customat 170° C
  3. filtrationThe catalyst is filtered off
  4. additionthe mixture is diluted with dichloromethane
  5. extractionextracted with water
  6. customThe crude product is chromatographed

Quellen und Nachweise

ORD-Eintrag
ord-25988816525b43929d9c0169e806735e
Quelldatensatz
uspto-grants-1996_05
Patentnummer
US05516932

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